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How to cite this paper
APA: Elhadjaoui, M., Azaid, A., Ouabane, M., Chemek, M & Bouachrine, M. (2026). Theoretical design and optoelectronic properties of novel donor–acceptor–donor thieno[3,4-b]pyrazine derivatives for organic solar cells. Current Chemistry Letters, 15(1), 147-160.
Chicago/Turabian: Elhadjaoui, M., Azaid, A., Ouabane, M., Chemek, M & Bouachrine, M. 2026. "Theoretical design and optoelectronic properties of novel donor–acceptor–donor thieno[3,4-b]pyrazine derivatives for organic solar cells." Current Chemistry Letters 15, no. 1 (2026): 147-160.
AMA: Elhadjaoui, M., Azaid, A., Ouabane, M., Chemek, M & Bouachrine, M. Theoretical design and optoelectronic properties of novel donor–acceptor–donor thieno[3,4-b]pyrazine derivatives for organic solar cells. Current Chemistry Letters. 2026;15(1):147-160.
References
[1] Nunes L. J. R., Causer T. P., and Ciolkosz D. (2020) Biomass for energy: A review on supply chain management models. Renew. Sustain. Energy Rev., 120, 109658. https://doi.org/10.1016/j.rser.2019.109658.
[2] Sharif A., Baris-Tuzemen O., Uzuner G., Ozturk I., and Sinha A. (2020) Revisiting the role of renewable and non-renewable energy consumption on Turkey’s ecological footprint: Evidence from Quantile ARDL approach. Sustain. Cities Soc., 57, 102138. https://doi.org/10.1016/j.scs.2020.102138.
[3] Dincer I. (1999) Environmental impacts of energy. Energy Policy, 27, 845–854. https://doi.org/10.1016/S0301-4215(99)00068-3.
[4] Godzimirski J. M. (2022) Energy, climate change and security: The Russian strategic conundrum. J. Eurasian Stud., 13, 16–31. https://doi.org/10.1177/18793665211054518.
[5] Omer A. M. (2009) Energy use and environmental impacts: A general review. J. Renew. Sustain. Energy, 1, 053101. https://doi.org/10.1063/1.3220701.
[6] Olabi A. G., Obaideen K., Elsaid K., Wilberforce T., Sayed E. T., Maghrabie H. M., and Abdelkreem M. A. (2022) Assessment of the pre-combustion carbon capture contribution into sustainable development goals SDGs using novel indicators. Renew. Sustain. Energy Rev., 153, 111710. https://doi.org/10.1016/j.rser.2021.111710.
[7] Wagner H.-J. (2018) Introduction to wind energy systems. EPJ Web Conf., 189, 00005. https://doi.org/10.1051/epjconf/201818900005.
[8] Bilgili M., Bilirgen H., Ozbek A., Ekinci F., and Demirdelen T. (2018) The role of hydropower installations for sustainable energy development in Turkey and the world. Renew. Energy, 126, 755–764. https://doi.org/10.1016/j.renene.2018.03.089.
[9] Henrich E., Dahmen N., Dinjus E., and Sauer J. (2015) The role of biomass in a future world without fossil fuels. Chem. Ing. Tech., 87, 1667–1685. https://doi.org/10.1002/cite.201500056.
[10] Chineke T. C., and Ezike F. M. (2010) Political will and collaboration for electric power reform through renewable energy in Africa. Energy Policy, 38, 678–684. https://doi.org/10.1016/j.enpol.2009.10.004.
[11] Strupeit L., and Palm A. (2016) Overcoming barriers to renewable energy diffusion: business models for customer-sited solar photovoltaics in Japan, Germany and the United States. J. Clean Prod., 123, 124–136. https://doi.org/10.1016/j.jclepro.2015.06.120.
[12] Kacimi R., Tanıs E., Azaid A., Raftani M., Sarfaraz S., Bejjit L., and Bouachrine M. (2023) Benzodithiophene-based Acceptor-Donor-Acceptor-type compounds for highly efficient organic photovoltaic cells. Chem. Phys. Lett., 830, 140774. https://doi.org/10.1016/j.cplett.2023.140774.
[13] Skabara P. J. (2013) A brief perspective on the evolution of plastic electronics - From highly conducting polymers to conjugated organic semiconductors. Chem. Commun., 49, 9242–9244. https://doi.org/10.1039/c3cc44599b.
[14] Malik H., Niazi M. B. K., Miran W., Tawfeek A. M., Jahan Z., Kamel E. M., Ahmed N., and Akhtar M. S. (2023) Wood as a green and sustainable alternative for environmentally friendly & flexible electronic devices. Chemosphere, 336, 139213. https://doi.org/10.1016/j.chemosphere.2023.139213.
[15] Kacimi R., Raftani M., Abram T., Azaid A., Ziyat H., Bejjit L., Bennani M. N., and Bouachrine M. (2021) Theoretical design of D-π-A system new dyes candidate for DSSC application. Heliyon, 7, e07171. https://doi.org/10.1016/j.heliyon.2021.e07171.
[16] Kacimi R., Hayn R., Azaid A., Raftani M., Bejjit L., and Bouachrine M. (2025) Design and computational analysis of benzothiadiazole-fluorene based molecules for organic light-emitting diodes and high-efficiency organic solar cells. Mater. Sci. Semicond. Process., 190, 109356. https://doi.org/10.1016/j.mssp.2025.109356.
[17] Ouabane M., Alaqarbeh M., Hajji H., Tabti K., Ajana M. A., Sbai A., Sekkate C., Lakhlifi T., and Bouachrine M. (2024) Quality Control of Coumarins, Furocoumarins and Polymethoxyflavones in Citrus Essential Oils: In Silico Analysis. ChemistrySelect, 9, e202303037. https://doi.org/10.1002/slct.202303037.
[18] Ouabane M., Zaki K., Zaki H., Guendouzi A., Sbai A., Sekkate C., Lakhlifi T., and Bouachrine M. (2024) Inhibition of the Janus kinase protein (JAK1) by the A. Pyrethrum Root Extract for the treatment of Vitiligo pathology: Design, Molecular Docking, ADME-Tox, MD Simulation, and in-silico investigation. Comput. Biol. Med., 179, 108816. https://doi.org/10.1016/j.compbiomed.2024.108816.
[19] Azaid A., Abram T., Kacimi R., Raftani M., Sbai A., Lakhlifi T., and Bouachrine M. (2022) The photophysical properties and electronic structures of ((2E,2’E)-1,1’-[chalcogen bis(4,1-phenylene)] bis [3-(4-chlorophenyl) prop-2-en-1-one] derivatives as hole-transporting materials for organic light-emitting diodes (OLEDs): Quantum chemical investigations. Mor. J. Chem., 10, 830–850. https://doi.org/10.48317/IMIST.PRSM/morjchem-v10i4.34457.
[20] Surya S. G., Raval H. N., Ahmad R., Sonar P., Salama K. N., and Rao V. R. (2019) Organic field effect transistors (OFETs) in environmental sensing and health monitoring: A review. TrAC - Trends Anal. Chem., 111, 27–36. https://doi.org/10.1016/j.trac.2018.11.027.
[21] Murad A. R., Iraqi A., Aziz S. B., Abdullah S. N., and Brza M. A. (2020) Conducting polymers for optoelectronic devices and organic solar cells: A review. Polymers (Basel), 12, 2627. https://doi.org/10.3390/polym12112627.
[22] Scholz S., Kondakov D., Lüssem B., and Leo K. (2015) Degradation mechanisms and reactions in organic light-emitting devices. Chem. Rev., 115, 8449–8503. https://doi.org/10.1021/cr400704v.
[23] Jeux V., Segut O., Demeter D., Rousseau T., Allain M., Dalinot C., Sanguinet L., Leriche P., and Roncali J. (2015) One step synthesis of DAD chromophores as active materials for organic solar cells by basic condensation. Dyes Pigm., 113, 402–408. https://doi.org/10.1016/j.dyepig.2014.09.012.
[24] Chen W. C., Yuan Y., Wu G. F., Wei H. X., Ye J., Chen M., Lu F., Tong Q.-X., Wong F. L., and Lee C. S. (2015) Molecular modification on bisphenanthroimidazole derivative for deep-blue organic electroluminescent material with ambipolar property and high performance. Org. Electron., 17, 159–166. https://doi.org/10.1016/j.orgel.2014.11.024.
[25] Jin R. F. and Chang Y. F. (2015) A theoretical study on photophysical properties of triphenylamine-cored molecules with naphthalimide arms and different π-conjugated bridges as organic solar cell materials. Phys. Chem. Chem. Phys., 17, 2094–2103. https://doi.org/10.1039/C4CP04394D.
[26] Batenko N. and Gaile A. (2025) 2-Substituted benzothiazole-based sensors for optical detection of biogenic amines and ammonia (microreview). Chem. Heterocycl. Compd., 1–3. https://doi.org/10.1007/s10593-025-03396-6.
[27] Klenina O. V., Chaban T. I., Chaban I. H., and Lelyukh M. I. (2025) Recent advances in the synthesis of thiazolo[4,5-b]pyridines. Part 3. Focus on biological activity (microreview). Chem. Heterocycl. Compd., 1–4. https://doi.org/10.1007/s10593-025-03398-4.
[28] Azazi A., Mabrouk A., Chemek M., Kreher D., and Alimi K. (2014) DFT modeling of conjugated copolymers photophysical properties: towards organic solar cell application. Synth. Met., 198, 314–322. https://doi.org/10.1016/j.synthmet.2014.10.015.
[29] Wu Y. and Zhu W. (2013) Organic sensitizers from D–p–A to D–A–p–A: effect of the internal electron-withdrawing units on molecular absorption, energy levels and photovoltaic performances. Chem. Soc. Rev., 42, 2039–2058. https://doi.org/10.1039/C2CS35346F.
[30] Brütting W. (2005) Introduction to the Physics of Organic Semiconductors. Phys. Org. Semicond., 1–14. https://doi.org/10.1002/3527606637.ch.
[31] Özen A. S., Atilgan C., and Sonmez G. (2007) Noncovalent intramolecular interactions in the monomers and oligomers of the acceptor and donor type of low band gap conducting polymers. J. Phys. Chem. C, 111, 16362–16371. https://doi.org/10.1021/jp074380n.
[32] Cheminet N., Nogueira S. L., Benaqqa O., El Malki Z., Bourass M., Cassegrain S., Hamidi M., Bouachrine M., Sotiropoulos J. M., Miqueu K., Jarrosson T., Niebel C., Lère-Porte J. P., and Serein-Spirau F. (2020) Elaboration of low-band-gap π-conjugated systems based on thieno[3,4-b]pyrazines. Pure Appl. Chem., 92, 335–353. https://doi.org/10.1515/pac-2018-1009.
[33] Zangoli M., Monti F., Zanelli A., Marinelli M., Flammini S., Spallacci N., and Di Maria F. (2024) Multifunctional photoelectroactive materials for optoelectronic applications based on thieno[3,4-b]pyrazines and thieno[1,2,5]thiadiazoles. Chem. Eur. J., 30(7), e202303590. https://doi.org/10.1002/chem.202303590.
[34] Gómez-Jiménez M. D., Pou-Amrigo R., and Ortí E. (2009) A theoretical study of the low-lying excited states of thieno[3,4-b]pyrazine. J. Chem. Phys., 131, 244303. https://doi.org/10.1063/1.3274816.
[35] Chen L. Q., Chen L. D., Kalinin S. V., Klimeck G., Kumar S. K., Neugebauer J., and Terasaki I. (2015) Design and discovery of materials guided by theory and computation. NPJ Comput. Mater., 1(1), 1–2. https://doi.org/10.1038/npjcompumats.2015.1.
[36] Cavasotto C. N., Aucar M. G., and Adler N. S. (2019) Computational chemistry in drug lead discovery and design. Int. J. Quantum Chem., 119(2), e25678. https://doi.org/10.1002/qua.25678.
[37] Russo T. V., Martin R. L., and Hay P. J. (1994) Density Functional Calculations on First-Row Transition Metals. J. Chem. Phys., 101, 7729–7737. https://doi.org/10.1063/1.468265.
[38] Srivastava R., Al-Omary F. A. M., El-Emam A. A., Pathak S. K., Karabacak M., Narayan V., Chand S., Prasad O., and Sinha L. (2017) A combined experimental and theoretical DFT (B3LYP, CAM-B3LYP and M06-2X) study on electronic structure, hydrogen bonding, solvent effects and spectral features of methyl 1H-indol-5-carboxylate. J. Mol. Struct., 1137, 725–741. https://doi.org/10.1016/j.molstruc.2017.02.084.
[39] Irfan A. and Mahmood A. (2018) Designing of efficient acceptors for organic solar cells: molecular modelling at DFT level. J. Clust. Sci., 29(2), 359–365. https://doi.org/10.1007/s10876-018-1338-x
[40] Franco Jr F. C. and Padama A. A. B. (2016) DFT and TD-DFT study on the structural and optoelectronic characteristics of chemically modified donor–acceptor conjugated oligomers for organic polymer solar cells. Polymer, 97, 55–62. https://doi.org/10.1016/j.polymer.2016.05.025.
[41] Dkhissi A., Ouhib F., Chaalane A., Hiorns R. C., Dagron-Lartigau C., Iratcabal P., and Pouchan C. (2012) Theoretical and experimental study of low band gap polymers for organic solar cells. Phys. Chem. Chem. Phys., 14(16), 5613–5619. https://doi.org/10.1039/C2CP40170C.
[42] Johansson T., Mammo W., Svensson M., Andersson M. R., and Inganäs O. (2003) Electrochemical bandgaps of substituted polythiophenes. J. Mater. Chem., 13(6), 1316–1323. https://doi.org/10.1039/B301403G.
[43] Nasab E. A., Nasseh N., Damavandi S., Amarzadeh M., Ghahrchi M., Hoseinkhani A., and Danaee I. (2023) Efficient purification of aqueous solutions contaminated with sulfadiazine by coupling electro-Fenton/ultrasound process: optimization, DFT calculation, and innovative study of human health risk assessment. Environ. Sci. Pollut. Res., 30(35), 84200–84218. https://doi.org/10.1007/s11356-023-28235-z.
[44] Tirado-Rives J. and Jorgensen W. L. (2008) Performance of B3LYP density functional methods for a large set of organic molecules. J. Chem. Theory Comput., 4(2), 297–306. https://doi.org/10.1021/ct700248k.
[45] Zaki K., Ouabane M., Sbai A., Sekkate C., Lakhlifi T., and Bouachrine M. (2025) Unraveling the mechanism, regioselectivity, and stereoselectivity of [3 + 2] cycloaddition reactions for anticancer spirooxindole derivatives: A density functional theory study. Comput. Theor. Chem., 1245, 115086. https://doi.org/10.1016/j.comptc.2025.115086.
[46] Azaid A., Raftani M., Alaqarbeh M., Kacimi R., Abram T., Khaddam Y., Nebbach D., Sbai A., Lakhlifi T., and Bouachrine M. (2022) New organic dye-sensitized solar cells based on the D-A-π-A structure for efficient DSSCs: DFT/TD-DFT investigations. RSC Adv., 12, 30626–30638. https://doi.org/10.1039/d2ra05297k.
[47] Armon A. M., Bedi A., Borin V., Schapiro I., and Gidron O. (2021) Bending versus twisting acenes – a computational study. Eur. J. Org. Chem., 2021(39), 5424–5429. https://doi.org/10.1002/ejoc.202100865 .
[48] Narsaria A. K., Poater J., Fonseca Guerra C., Ehlers A. W., Hamlin T. A., Lammertsma K., and Bickelhaupt F. M. (2020) Distortion-controlled redshift of organic dye molecules. Chem. Eur. J., 26(9), 2080–2093. https://doi.org/10.1002/chem.201905355.
[49] Raftani M., Abram T., Azaid A., Kacimi R., Bennani M. N., and Bouachrine M. (2021) Theoretical design of new organic compounds based on diketopyrrolopyrrole and phenyl for organic bulk heterojunction solar cell applications: DFT and TD-DFT study. Mater. Today: Proc., 45, 7334–7343. https://doi.org/10.1016/j.matpr.2020.12.1228.
[50] Kacimi R., Raftani M., Abram T., Azaid A., Ziyat H., Bejjit L., Bennani M. N., and Bouachrine M. (2021) Theoretical design of D-π-A system new dyes candidate for DSSC application. Heliyon, 7, e07171. https://doi.org/10.1016/j.heliyon.2021.e07171.
[51] Kacimi R., Ali U., Azaid A., Sarfaraz S., Raftani M., Bejjit L., and Bouachrine M. (2024) Quantum chemical study of symmetrical non-fullerene acceptor chromophores for organic photovoltaics. Comput. Theor. Chem., 1233, 114475. https://doi.org/10.1016/j.comptc.2024.114475.
[52] Kacimi R., Hayn R., Makhfudz I., Azaid A., Bejjit L., and Bouachrine M. (2025) Designing small push-pull chromophores hole transport materials for perovskite solar cells (PSCs) and organic solar cells with optimum performance. J. Photochem. Photobiol. A: Chem., 464, 116315. https://doi.org/10.1016/j.jphotochem.2025.116315.
[53] Rocha M., Di Santo A., Arias J. M., Gil D. M., and Ben Altabef A. (2015) Ab-initio and DFT calculations on molecular structure, NBO, HOMO-LUMO study and a new vibrational analysis of 4-(Dimethylamino)benzaldehyde. Spectrochim. Acta A Mol. Biomol. Spectrosc., 136, 635–643. https://doi.org/10.1016/j.saa.2014.09.077.
[54] Choudhary V. K., Bhatt A. K., Dash D., and Sharma N. (2019) DFT calculations on molecular structures, HOMO–LUMO study, reactivity descriptors and spectral analyses of newly synthesized diorganotin(IV) 2-chloridophenylacetohydroxamate complexes. J. Comput. Chem., 40, 2354–2363. https://doi.org/10.1002/jcc.26012.
[55] Bourass M., Touimi Benjelloun A., Benzakour M., Mcharfi M., Jhilal F., Serein-Spirau F., Sotiropoulos J. M., and Bouachrine M. (2017) DFT/TD-DFT characterization of conjugational electronic structures and spectral properties of materials based on thieno[3,2-b][1]benzothiophene for organic photovoltaic and solar cell applications. J. Saudi Chem. Soc., 21, 563–574. https://doi.org/10.1016/j.jscs.2017.01.001.
[56] Mohan B., Jana A., Das N., Bharti S., Choudhary M., Muhammad S., Kumar S., Al-Sehemi A. G., and Algarni H. (2019) A dual approach to study the key features of nickel(II) and copper(II) coordination complexes: synthesis, crystal structure, optical and nonlinear properties. Inorg. Chim. Acta, 484, 148–159. https://doi.org/10.1016/j.ica.2018.09.037.
[57] Bibi S., Shafiq-ur-Rehman, Jia R., Zhang H. X., and Bai F. Q. (2019) Effect of different topological structures (D-π-D and D-π-A-π-D) on the optoelectronic properties of benzo[2,1-b:3,4-b′]dithiophene based donor molecules toward organic solar cells. Sol. Energy, 186, 311–322. https://doi.org/10.1016/j.solener.2019.04.043.
[58] Shafiq I., Shoukat U., Adnan Asghar M., Aslam M., Ahamad T., Ahmed S., Bullo S., and Chandra Ojha S. (2024) Structural tailoring via end-capped acceptors of thiophene-based C-shaped non-fullerene compounds with A-π-A backbone for the exploration of photovoltaic response. J. Saudi Chem. Soc., 28, 101799. https://doi.org/10.1016/j.jscs.2023.101799.
[59] Etabti H., Fitri A., Touimi Benjelloun A., Benzakour M., and Mcharfi M. (2022) Efficient tuning of benzocarbazole based small donor molecules with D-π-A-π-D configuration for high-efficiency solar cells via π-bridge manipulation: a DFT/TD-DFT study. Comput. Theor. Chem., 1208, 113580. https://doi.org/10.1016/j.comptc.2021.113580.
[60] Khan M. U., Anwar A., Hassan A. U., Alshehri S. M., and Sohail A. (2024) DFT simulations of photovoltaic parameters of dye-sensitized solar cells with new efficient sensitizer of indolo[3,2-b]carbazole complexes. Energies Sci. Eng., 12(9), 3681–3703. https://doi.org/10.1002/ese3.1834.
[61] Pan Y., Liu X., Zhang W., Liu Z., Zeng G., Shao B., Liang Q., He Q., Yuan X., Huang D., and Chen M. (2020) Advances in photocatalysis based on fullerene C60 and its derivatives: properties, mechanism, synthesis, and applications. Appl. Catal. B, 265, 118579. https://doi.org/10.1016/j.apcatb.2019.118579.
[62] Setsoafia D. D. Y., Ram K. S., Mehdizadeh-Rad H., Ompong D., Murthy V., and Singh J. (2022) DFT and TD-DFT calculations of orbital energies and photovoltaic properties of small molecule donor and acceptor materials used in organic solar cells. J. Renew. Mater., 10, 2553–2567. https://doi.org/10.32604/jrm.2022.020967.
[63] Mehboob M. Y., Khan M. U., Hussain R., Ayub K., Sattar A., Ahmad M. K., Irshad Z., Saira S., and Adnan M. (2021) Designing of benzodithiophene core-based small molecular acceptors for efficient non-fullerene organic solar cells. Spectrochim. Acta A Mol. Biomol. Spectrosc., 244, 118873. https://doi.org/10.1016/j.saa.2020.118873.
[64] Nebbach D., Agda F., Lakhlifi T., Ajana M. A., Kaya S., Siddique F., Lgaz H., and Bouachrine M. (2022) Designing new donors organic compounds with IDIC core for photovoltaic application. Optik (Stuttg.), 262, 169174. https://doi.org/10.1016/j.ijleo.2022.169174.
[65] Mehboob M. Y., Hussain R., Adnan M., Saira S., Farwa U., Irshad Z., and Saeed Ashraf Janjua M. R. (2022) Theoretical modelling of novel indandione-based donor molecules for organic solar cell applications. J. Phys. Chem. Solids, 162, 110508. https://doi.org/10.1016/j.jpcs.2021.110508.
[66] Azaid A., Abram T., Alaqarbeh M., Raftani M., Kacimi R., Sbai A., Lakhlifi T., and Bouachrine M. (2023) Design new organic material based on triphenylamine (TPA) with D-π-A-π-D structure used as an electron donor for organic solar cells: a DFT approach. J. Mol. Graph. Model., 122, 108470. https://doi.org/10.1016/j.jmgm.2023.108470.
[67] Khalid M., Ali A., Jawaria R., Asghar M. A., Asim S., Khan M. U., Hussain R., Fayyaz ur Rehman M., Ennis C. J., and Akram M. S. (2020) First principles study of electronic and nonlinear optical properties of A-D-π-A and D-A-D-π-A configured compounds containing novel quinoline-carbazole derivatives. RSC Adv., 10, 22273–22283. https://doi.org/10.1039/d0ra02857f.
[68] Azaid A., Alaqarbeh M., Abram T., Raftani M., Kacimi R., Khaddam Y., Sbai A., Lakhlifi T., and Bouachrine M. (2024) D-π-A push-pull chromophores based on N,N-Diethylaniline as a donor for NLO applications: effects of structural modification of π-linkers. J. Mol. Struct., 1295, 136602. https://doi.org/10.1016/j.molstruc.2023.136602.
[69] Bouachrine M., Azaid A., Abram T., Kacimi R., Raftani M., Sbai A., and Lakhlifi T. (2021) DFT/TDDFT studies of the structural, electronic, NBO and non-linear optical properties of triphenylamine functionalized tetrathiafulvalene. Turk. Comput. Theor. Chem., 5, 24–34. https://doi.org/10.33435/tcandtc.926405.
[70] Karabacak M., and Yilan E. (2012) Molecular structure, spectroscopic (FT-IR, FT-Raman, 13C and 1H NMR, UV), polarizability and first-order hyperpolarizability, HOMO and LUMO analysis of 4′-methylbiphenyl-2-carbonitrile. Spectrochim. Acta A Mol. Biomol. Spectrosc., 87, 273–285. https://doi.org/10.1016/j.saa.2011.11.051.
[71] Jawaria R., Hussain M., Khalid M., Shahid M., Hameed A., Khan I. U., and Ghaffar A. (2019) Synthesis, crystal structure analysis, spectral characterization and nonlinear optical exploration of potent thiosemicarbazones based compounds: A DFT refine experimental study. Inorg. Chim. Acta, 486, 162–171. https://doi.org/10.1016/j.ica.2018.10.035.
[72] Khalid M., Ali A., Jawaria R., Asghar M. A., Asim S., Khan M. U., and Akram M. S. (2020) First principles study of electronic and nonlinear optical properties of A–D–π–A and D–A–D–π–A configured compounds containing novel quinoline–carbazole derivatives. RSC Adv., 10(37), 22273–22283. https://doi.org/10.1039/D0RA02857F.
[2] Sharif A., Baris-Tuzemen O., Uzuner G., Ozturk I., and Sinha A. (2020) Revisiting the role of renewable and non-renewable energy consumption on Turkey’s ecological footprint: Evidence from Quantile ARDL approach. Sustain. Cities Soc., 57, 102138. https://doi.org/10.1016/j.scs.2020.102138.
[3] Dincer I. (1999) Environmental impacts of energy. Energy Policy, 27, 845–854. https://doi.org/10.1016/S0301-4215(99)00068-3.
[4] Godzimirski J. M. (2022) Energy, climate change and security: The Russian strategic conundrum. J. Eurasian Stud., 13, 16–31. https://doi.org/10.1177/18793665211054518.
[5] Omer A. M. (2009) Energy use and environmental impacts: A general review. J. Renew. Sustain. Energy, 1, 053101. https://doi.org/10.1063/1.3220701.
[6] Olabi A. G., Obaideen K., Elsaid K., Wilberforce T., Sayed E. T., Maghrabie H. M., and Abdelkreem M. A. (2022) Assessment of the pre-combustion carbon capture contribution into sustainable development goals SDGs using novel indicators. Renew. Sustain. Energy Rev., 153, 111710. https://doi.org/10.1016/j.rser.2021.111710.
[7] Wagner H.-J. (2018) Introduction to wind energy systems. EPJ Web Conf., 189, 00005. https://doi.org/10.1051/epjconf/201818900005.
[8] Bilgili M., Bilirgen H., Ozbek A., Ekinci F., and Demirdelen T. (2018) The role of hydropower installations for sustainable energy development in Turkey and the world. Renew. Energy, 126, 755–764. https://doi.org/10.1016/j.renene.2018.03.089.
[9] Henrich E., Dahmen N., Dinjus E., and Sauer J. (2015) The role of biomass in a future world without fossil fuels. Chem. Ing. Tech., 87, 1667–1685. https://doi.org/10.1002/cite.201500056.
[10] Chineke T. C., and Ezike F. M. (2010) Political will and collaboration for electric power reform through renewable energy in Africa. Energy Policy, 38, 678–684. https://doi.org/10.1016/j.enpol.2009.10.004.
[11] Strupeit L., and Palm A. (2016) Overcoming barriers to renewable energy diffusion: business models for customer-sited solar photovoltaics in Japan, Germany and the United States. J. Clean Prod., 123, 124–136. https://doi.org/10.1016/j.jclepro.2015.06.120.
[12] Kacimi R., Tanıs E., Azaid A., Raftani M., Sarfaraz S., Bejjit L., and Bouachrine M. (2023) Benzodithiophene-based Acceptor-Donor-Acceptor-type compounds for highly efficient organic photovoltaic cells. Chem. Phys. Lett., 830, 140774. https://doi.org/10.1016/j.cplett.2023.140774.
[13] Skabara P. J. (2013) A brief perspective on the evolution of plastic electronics - From highly conducting polymers to conjugated organic semiconductors. Chem. Commun., 49, 9242–9244. https://doi.org/10.1039/c3cc44599b.
[14] Malik H., Niazi M. B. K., Miran W., Tawfeek A. M., Jahan Z., Kamel E. M., Ahmed N., and Akhtar M. S. (2023) Wood as a green and sustainable alternative for environmentally friendly & flexible electronic devices. Chemosphere, 336, 139213. https://doi.org/10.1016/j.chemosphere.2023.139213.
[15] Kacimi R., Raftani M., Abram T., Azaid A., Ziyat H., Bejjit L., Bennani M. N., and Bouachrine M. (2021) Theoretical design of D-π-A system new dyes candidate for DSSC application. Heliyon, 7, e07171. https://doi.org/10.1016/j.heliyon.2021.e07171.
[16] Kacimi R., Hayn R., Azaid A., Raftani M., Bejjit L., and Bouachrine M. (2025) Design and computational analysis of benzothiadiazole-fluorene based molecules for organic light-emitting diodes and high-efficiency organic solar cells. Mater. Sci. Semicond. Process., 190, 109356. https://doi.org/10.1016/j.mssp.2025.109356.
[17] Ouabane M., Alaqarbeh M., Hajji H., Tabti K., Ajana M. A., Sbai A., Sekkate C., Lakhlifi T., and Bouachrine M. (2024) Quality Control of Coumarins, Furocoumarins and Polymethoxyflavones in Citrus Essential Oils: In Silico Analysis. ChemistrySelect, 9, e202303037. https://doi.org/10.1002/slct.202303037.
[18] Ouabane M., Zaki K., Zaki H., Guendouzi A., Sbai A., Sekkate C., Lakhlifi T., and Bouachrine M. (2024) Inhibition of the Janus kinase protein (JAK1) by the A. Pyrethrum Root Extract for the treatment of Vitiligo pathology: Design, Molecular Docking, ADME-Tox, MD Simulation, and in-silico investigation. Comput. Biol. Med., 179, 108816. https://doi.org/10.1016/j.compbiomed.2024.108816.
[19] Azaid A., Abram T., Kacimi R., Raftani M., Sbai A., Lakhlifi T., and Bouachrine M. (2022) The photophysical properties and electronic structures of ((2E,2’E)-1,1’-[chalcogen bis(4,1-phenylene)] bis [3-(4-chlorophenyl) prop-2-en-1-one] derivatives as hole-transporting materials for organic light-emitting diodes (OLEDs): Quantum chemical investigations. Mor. J. Chem., 10, 830–850. https://doi.org/10.48317/IMIST.PRSM/morjchem-v10i4.34457.
[20] Surya S. G., Raval H. N., Ahmad R., Sonar P., Salama K. N., and Rao V. R. (2019) Organic field effect transistors (OFETs) in environmental sensing and health monitoring: A review. TrAC - Trends Anal. Chem., 111, 27–36. https://doi.org/10.1016/j.trac.2018.11.027.
[21] Murad A. R., Iraqi A., Aziz S. B., Abdullah S. N., and Brza M. A. (2020) Conducting polymers for optoelectronic devices and organic solar cells: A review. Polymers (Basel), 12, 2627. https://doi.org/10.3390/polym12112627.
[22] Scholz S., Kondakov D., Lüssem B., and Leo K. (2015) Degradation mechanisms and reactions in organic light-emitting devices. Chem. Rev., 115, 8449–8503. https://doi.org/10.1021/cr400704v.
[23] Jeux V., Segut O., Demeter D., Rousseau T., Allain M., Dalinot C., Sanguinet L., Leriche P., and Roncali J. (2015) One step synthesis of DAD chromophores as active materials for organic solar cells by basic condensation. Dyes Pigm., 113, 402–408. https://doi.org/10.1016/j.dyepig.2014.09.012.
[24] Chen W. C., Yuan Y., Wu G. F., Wei H. X., Ye J., Chen M., Lu F., Tong Q.-X., Wong F. L., and Lee C. S. (2015) Molecular modification on bisphenanthroimidazole derivative for deep-blue organic electroluminescent material with ambipolar property and high performance. Org. Electron., 17, 159–166. https://doi.org/10.1016/j.orgel.2014.11.024.
[25] Jin R. F. and Chang Y. F. (2015) A theoretical study on photophysical properties of triphenylamine-cored molecules with naphthalimide arms and different π-conjugated bridges as organic solar cell materials. Phys. Chem. Chem. Phys., 17, 2094–2103. https://doi.org/10.1039/C4CP04394D.
[26] Batenko N. and Gaile A. (2025) 2-Substituted benzothiazole-based sensors for optical detection of biogenic amines and ammonia (microreview). Chem. Heterocycl. Compd., 1–3. https://doi.org/10.1007/s10593-025-03396-6.
[27] Klenina O. V., Chaban T. I., Chaban I. H., and Lelyukh M. I. (2025) Recent advances in the synthesis of thiazolo[4,5-b]pyridines. Part 3. Focus on biological activity (microreview). Chem. Heterocycl. Compd., 1–4. https://doi.org/10.1007/s10593-025-03398-4.
[28] Azazi A., Mabrouk A., Chemek M., Kreher D., and Alimi K. (2014) DFT modeling of conjugated copolymers photophysical properties: towards organic solar cell application. Synth. Met., 198, 314–322. https://doi.org/10.1016/j.synthmet.2014.10.015.
[29] Wu Y. and Zhu W. (2013) Organic sensitizers from D–p–A to D–A–p–A: effect of the internal electron-withdrawing units on molecular absorption, energy levels and photovoltaic performances. Chem. Soc. Rev., 42, 2039–2058. https://doi.org/10.1039/C2CS35346F.
[30] Brütting W. (2005) Introduction to the Physics of Organic Semiconductors. Phys. Org. Semicond., 1–14. https://doi.org/10.1002/3527606637.ch.
[31] Özen A. S., Atilgan C., and Sonmez G. (2007) Noncovalent intramolecular interactions in the monomers and oligomers of the acceptor and donor type of low band gap conducting polymers. J. Phys. Chem. C, 111, 16362–16371. https://doi.org/10.1021/jp074380n.
[32] Cheminet N., Nogueira S. L., Benaqqa O., El Malki Z., Bourass M., Cassegrain S., Hamidi M., Bouachrine M., Sotiropoulos J. M., Miqueu K., Jarrosson T., Niebel C., Lère-Porte J. P., and Serein-Spirau F. (2020) Elaboration of low-band-gap π-conjugated systems based on thieno[3,4-b]pyrazines. Pure Appl. Chem., 92, 335–353. https://doi.org/10.1515/pac-2018-1009.
[33] Zangoli M., Monti F., Zanelli A., Marinelli M., Flammini S., Spallacci N., and Di Maria F. (2024) Multifunctional photoelectroactive materials for optoelectronic applications based on thieno[3,4-b]pyrazines and thieno[1,2,5]thiadiazoles. Chem. Eur. J., 30(7), e202303590. https://doi.org/10.1002/chem.202303590.
[34] Gómez-Jiménez M. D., Pou-Amrigo R., and Ortí E. (2009) A theoretical study of the low-lying excited states of thieno[3,4-b]pyrazine. J. Chem. Phys., 131, 244303. https://doi.org/10.1063/1.3274816.
[35] Chen L. Q., Chen L. D., Kalinin S. V., Klimeck G., Kumar S. K., Neugebauer J., and Terasaki I. (2015) Design and discovery of materials guided by theory and computation. NPJ Comput. Mater., 1(1), 1–2. https://doi.org/10.1038/npjcompumats.2015.1.
[36] Cavasotto C. N., Aucar M. G., and Adler N. S. (2019) Computational chemistry in drug lead discovery and design. Int. J. Quantum Chem., 119(2), e25678. https://doi.org/10.1002/qua.25678.
[37] Russo T. V., Martin R. L., and Hay P. J. (1994) Density Functional Calculations on First-Row Transition Metals. J. Chem. Phys., 101, 7729–7737. https://doi.org/10.1063/1.468265.
[38] Srivastava R., Al-Omary F. A. M., El-Emam A. A., Pathak S. K., Karabacak M., Narayan V., Chand S., Prasad O., and Sinha L. (2017) A combined experimental and theoretical DFT (B3LYP, CAM-B3LYP and M06-2X) study on electronic structure, hydrogen bonding, solvent effects and spectral features of methyl 1H-indol-5-carboxylate. J. Mol. Struct., 1137, 725–741. https://doi.org/10.1016/j.molstruc.2017.02.084.
[39] Irfan A. and Mahmood A. (2018) Designing of efficient acceptors for organic solar cells: molecular modelling at DFT level. J. Clust. Sci., 29(2), 359–365. https://doi.org/10.1007/s10876-018-1338-x
[40] Franco Jr F. C. and Padama A. A. B. (2016) DFT and TD-DFT study on the structural and optoelectronic characteristics of chemically modified donor–acceptor conjugated oligomers for organic polymer solar cells. Polymer, 97, 55–62. https://doi.org/10.1016/j.polymer.2016.05.025.
[41] Dkhissi A., Ouhib F., Chaalane A., Hiorns R. C., Dagron-Lartigau C., Iratcabal P., and Pouchan C. (2012) Theoretical and experimental study of low band gap polymers for organic solar cells. Phys. Chem. Chem. Phys., 14(16), 5613–5619. https://doi.org/10.1039/C2CP40170C.
[42] Johansson T., Mammo W., Svensson M., Andersson M. R., and Inganäs O. (2003) Electrochemical bandgaps of substituted polythiophenes. J. Mater. Chem., 13(6), 1316–1323. https://doi.org/10.1039/B301403G.
[43] Nasab E. A., Nasseh N., Damavandi S., Amarzadeh M., Ghahrchi M., Hoseinkhani A., and Danaee I. (2023) Efficient purification of aqueous solutions contaminated with sulfadiazine by coupling electro-Fenton/ultrasound process: optimization, DFT calculation, and innovative study of human health risk assessment. Environ. Sci. Pollut. Res., 30(35), 84200–84218. https://doi.org/10.1007/s11356-023-28235-z.
[44] Tirado-Rives J. and Jorgensen W. L. (2008) Performance of B3LYP density functional methods for a large set of organic molecules. J. Chem. Theory Comput., 4(2), 297–306. https://doi.org/10.1021/ct700248k.
[45] Zaki K., Ouabane M., Sbai A., Sekkate C., Lakhlifi T., and Bouachrine M. (2025) Unraveling the mechanism, regioselectivity, and stereoselectivity of [3 + 2] cycloaddition reactions for anticancer spirooxindole derivatives: A density functional theory study. Comput. Theor. Chem., 1245, 115086. https://doi.org/10.1016/j.comptc.2025.115086.
[46] Azaid A., Raftani M., Alaqarbeh M., Kacimi R., Abram T., Khaddam Y., Nebbach D., Sbai A., Lakhlifi T., and Bouachrine M. (2022) New organic dye-sensitized solar cells based on the D-A-π-A structure for efficient DSSCs: DFT/TD-DFT investigations. RSC Adv., 12, 30626–30638. https://doi.org/10.1039/d2ra05297k.
[47] Armon A. M., Bedi A., Borin V., Schapiro I., and Gidron O. (2021) Bending versus twisting acenes – a computational study. Eur. J. Org. Chem., 2021(39), 5424–5429. https://doi.org/10.1002/ejoc.202100865 .
[48] Narsaria A. K., Poater J., Fonseca Guerra C., Ehlers A. W., Hamlin T. A., Lammertsma K., and Bickelhaupt F. M. (2020) Distortion-controlled redshift of organic dye molecules. Chem. Eur. J., 26(9), 2080–2093. https://doi.org/10.1002/chem.201905355.
[49] Raftani M., Abram T., Azaid A., Kacimi R., Bennani M. N., and Bouachrine M. (2021) Theoretical design of new organic compounds based on diketopyrrolopyrrole and phenyl for organic bulk heterojunction solar cell applications: DFT and TD-DFT study. Mater. Today: Proc., 45, 7334–7343. https://doi.org/10.1016/j.matpr.2020.12.1228.
[50] Kacimi R., Raftani M., Abram T., Azaid A., Ziyat H., Bejjit L., Bennani M. N., and Bouachrine M. (2021) Theoretical design of D-π-A system new dyes candidate for DSSC application. Heliyon, 7, e07171. https://doi.org/10.1016/j.heliyon.2021.e07171.
[51] Kacimi R., Ali U., Azaid A., Sarfaraz S., Raftani M., Bejjit L., and Bouachrine M. (2024) Quantum chemical study of symmetrical non-fullerene acceptor chromophores for organic photovoltaics. Comput. Theor. Chem., 1233, 114475. https://doi.org/10.1016/j.comptc.2024.114475.
[52] Kacimi R., Hayn R., Makhfudz I., Azaid A., Bejjit L., and Bouachrine M. (2025) Designing small push-pull chromophores hole transport materials for perovskite solar cells (PSCs) and organic solar cells with optimum performance. J. Photochem. Photobiol. A: Chem., 464, 116315. https://doi.org/10.1016/j.jphotochem.2025.116315.
[53] Rocha M., Di Santo A., Arias J. M., Gil D. M., and Ben Altabef A. (2015) Ab-initio and DFT calculations on molecular structure, NBO, HOMO-LUMO study and a new vibrational analysis of 4-(Dimethylamino)benzaldehyde. Spectrochim. Acta A Mol. Biomol. Spectrosc., 136, 635–643. https://doi.org/10.1016/j.saa.2014.09.077.
[54] Choudhary V. K., Bhatt A. K., Dash D., and Sharma N. (2019) DFT calculations on molecular structures, HOMO–LUMO study, reactivity descriptors and spectral analyses of newly synthesized diorganotin(IV) 2-chloridophenylacetohydroxamate complexes. J. Comput. Chem., 40, 2354–2363. https://doi.org/10.1002/jcc.26012.
[55] Bourass M., Touimi Benjelloun A., Benzakour M., Mcharfi M., Jhilal F., Serein-Spirau F., Sotiropoulos J. M., and Bouachrine M. (2017) DFT/TD-DFT characterization of conjugational electronic structures and spectral properties of materials based on thieno[3,2-b][1]benzothiophene for organic photovoltaic and solar cell applications. J. Saudi Chem. Soc., 21, 563–574. https://doi.org/10.1016/j.jscs.2017.01.001.
[56] Mohan B., Jana A., Das N., Bharti S., Choudhary M., Muhammad S., Kumar S., Al-Sehemi A. G., and Algarni H. (2019) A dual approach to study the key features of nickel(II) and copper(II) coordination complexes: synthesis, crystal structure, optical and nonlinear properties. Inorg. Chim. Acta, 484, 148–159. https://doi.org/10.1016/j.ica.2018.09.037.
[57] Bibi S., Shafiq-ur-Rehman, Jia R., Zhang H. X., and Bai F. Q. (2019) Effect of different topological structures (D-π-D and D-π-A-π-D) on the optoelectronic properties of benzo[2,1-b:3,4-b′]dithiophene based donor molecules toward organic solar cells. Sol. Energy, 186, 311–322. https://doi.org/10.1016/j.solener.2019.04.043.
[58] Shafiq I., Shoukat U., Adnan Asghar M., Aslam M., Ahamad T., Ahmed S., Bullo S., and Chandra Ojha S. (2024) Structural tailoring via end-capped acceptors of thiophene-based C-shaped non-fullerene compounds with A-π-A backbone for the exploration of photovoltaic response. J. Saudi Chem. Soc., 28, 101799. https://doi.org/10.1016/j.jscs.2023.101799.
[59] Etabti H., Fitri A., Touimi Benjelloun A., Benzakour M., and Mcharfi M. (2022) Efficient tuning of benzocarbazole based small donor molecules with D-π-A-π-D configuration for high-efficiency solar cells via π-bridge manipulation: a DFT/TD-DFT study. Comput. Theor. Chem., 1208, 113580. https://doi.org/10.1016/j.comptc.2021.113580.
[60] Khan M. U., Anwar A., Hassan A. U., Alshehri S. M., and Sohail A. (2024) DFT simulations of photovoltaic parameters of dye-sensitized solar cells with new efficient sensitizer of indolo[3,2-b]carbazole complexes. Energies Sci. Eng., 12(9), 3681–3703. https://doi.org/10.1002/ese3.1834.
[61] Pan Y., Liu X., Zhang W., Liu Z., Zeng G., Shao B., Liang Q., He Q., Yuan X., Huang D., and Chen M. (2020) Advances in photocatalysis based on fullerene C60 and its derivatives: properties, mechanism, synthesis, and applications. Appl. Catal. B, 265, 118579. https://doi.org/10.1016/j.apcatb.2019.118579.
[62] Setsoafia D. D. Y., Ram K. S., Mehdizadeh-Rad H., Ompong D., Murthy V., and Singh J. (2022) DFT and TD-DFT calculations of orbital energies and photovoltaic properties of small molecule donor and acceptor materials used in organic solar cells. J. Renew. Mater., 10, 2553–2567. https://doi.org/10.32604/jrm.2022.020967.
[63] Mehboob M. Y., Khan M. U., Hussain R., Ayub K., Sattar A., Ahmad M. K., Irshad Z., Saira S., and Adnan M. (2021) Designing of benzodithiophene core-based small molecular acceptors for efficient non-fullerene organic solar cells. Spectrochim. Acta A Mol. Biomol. Spectrosc., 244, 118873. https://doi.org/10.1016/j.saa.2020.118873.
[64] Nebbach D., Agda F., Lakhlifi T., Ajana M. A., Kaya S., Siddique F., Lgaz H., and Bouachrine M. (2022) Designing new donors organic compounds with IDIC core for photovoltaic application. Optik (Stuttg.), 262, 169174. https://doi.org/10.1016/j.ijleo.2022.169174.
[65] Mehboob M. Y., Hussain R., Adnan M., Saira S., Farwa U., Irshad Z., and Saeed Ashraf Janjua M. R. (2022) Theoretical modelling of novel indandione-based donor molecules for organic solar cell applications. J. Phys. Chem. Solids, 162, 110508. https://doi.org/10.1016/j.jpcs.2021.110508.
[66] Azaid A., Abram T., Alaqarbeh M., Raftani M., Kacimi R., Sbai A., Lakhlifi T., and Bouachrine M. (2023) Design new organic material based on triphenylamine (TPA) with D-π-A-π-D structure used as an electron donor for organic solar cells: a DFT approach. J. Mol. Graph. Model., 122, 108470. https://doi.org/10.1016/j.jmgm.2023.108470.
[67] Khalid M., Ali A., Jawaria R., Asghar M. A., Asim S., Khan M. U., Hussain R., Fayyaz ur Rehman M., Ennis C. J., and Akram M. S. (2020) First principles study of electronic and nonlinear optical properties of A-D-π-A and D-A-D-π-A configured compounds containing novel quinoline-carbazole derivatives. RSC Adv., 10, 22273–22283. https://doi.org/10.1039/d0ra02857f.
[68] Azaid A., Alaqarbeh M., Abram T., Raftani M., Kacimi R., Khaddam Y., Sbai A., Lakhlifi T., and Bouachrine M. (2024) D-π-A push-pull chromophores based on N,N-Diethylaniline as a donor for NLO applications: effects of structural modification of π-linkers. J. Mol. Struct., 1295, 136602. https://doi.org/10.1016/j.molstruc.2023.136602.
[69] Bouachrine M., Azaid A., Abram T., Kacimi R., Raftani M., Sbai A., and Lakhlifi T. (2021) DFT/TDDFT studies of the structural, electronic, NBO and non-linear optical properties of triphenylamine functionalized tetrathiafulvalene. Turk. Comput. Theor. Chem., 5, 24–34. https://doi.org/10.33435/tcandtc.926405.
[70] Karabacak M., and Yilan E. (2012) Molecular structure, spectroscopic (FT-IR, FT-Raman, 13C and 1H NMR, UV), polarizability and first-order hyperpolarizability, HOMO and LUMO analysis of 4′-methylbiphenyl-2-carbonitrile. Spectrochim. Acta A Mol. Biomol. Spectrosc., 87, 273–285. https://doi.org/10.1016/j.saa.2011.11.051.
[71] Jawaria R., Hussain M., Khalid M., Shahid M., Hameed A., Khan I. U., and Ghaffar A. (2019) Synthesis, crystal structure analysis, spectral characterization and nonlinear optical exploration of potent thiosemicarbazones based compounds: A DFT refine experimental study. Inorg. Chim. Acta, 486, 162–171. https://doi.org/10.1016/j.ica.2018.10.035.
[72] Khalid M., Ali A., Jawaria R., Asghar M. A., Asim S., Khan M. U., and Akram M. S. (2020) First principles study of electronic and nonlinear optical properties of A–D–π–A and D–A–D–π–A configured compounds containing novel quinoline–carbazole derivatives. RSC Adv., 10(37), 22273–22283. https://doi.org/10.1039/D0RA02857F.