How to cite this paper
Kovalskyi, Y., Marshalok, O., Vytrykush, N & Marshalok, H. (2017). Quantum chemical study of reaction mechanism of [4+2]-cycloaddition between 2,3-dimethylbuta-1,3-diene and methyl acrylate.Current Chemistry Letters, 6(1), 1-6.
Refrences
1 Firestone R. A. (2013) The Low Energy of Concert in Many Symmetry-Allowed Cycloadditions Supports a Stepwise-Diradical Mechanism. Int. J. Chem. Kinet., 45 415–428.
2 Bachrach S. M. and Gilbert J. C. (2004) The Reaction of Cyclopentyne with Ethene: Concerted vs Stepwise Mechanism? J. Org. Chem., 69 (19) 6357–6364.
3 Morgan K. M. (2005) 11 Reaction mechanisms. Part (iii) Pericyclic reactions. Annu. Rep. Prog. Chem., Sect. B: Org. Chem., 101 284-304.
4 Carruthers W. (1990) Cycloaddition Reactions in Organic Synthesis. Von Pergamon Press, Oxford.
5 Dewar M. J. S., Olivella S., Stewart J. J. P. (1986) Mechanism of the Diels-Alder reaction: reactions of butadiene with ethylene and cyanoethylenes. J. Am. Chem. Soc., 108 (19) 5771–5779.
6 Dykstra C., Frenking G., Kim K., Scuseria G. (2005) Theory and Applications of Computational Chemistry: The First Forty Years. 1st edition, Elsevier, Amsterdam.
7 Jensen F. (2007) Introduction to Computational Chemistry. 2nd edition, John Wiley & Sons Ltd, England.
8 Brückner R. (2010) Hardcover Organic Mechanisms - Reactions, Stereochemistry and Synthesis. Springer Berlin Heidelberg.
9 Singleton D.A., Schulmeier B.E., Hang C., Thomas A.A., Leung S.-W., Merrigan S.R. (2001) Isotope effects and the distinction between synchronous, asynchronous, and stepwise Diels–Alder reactions. Tetrahedron, 57 (24) 5149-5160.
10 Firestone R. A. (1996) Volume of concert and heavy atom effects in Diels-Alder reaction mechanisms. Tetrahedron, 52 (46) 14459-14468.
11 Jasiński R. (2016) First example of stepwise, zwitterionic mechanism for bicyclo[2.2.1]hept-5-ene (norbornene) formation process catalyzed by the 1-butyl-3-methylimidazolium cations. Monatsh Chem. 147 (7) 1207-1213.
12 Morales-Bayuelo A., Vivas-Reyes R. (2013) Topological model to quantify the global reactivity indexes as local in Diels–Alder reactions, using density function theory (DFT) and local quantum similarity (LQS). J. Math. Chem., 51 (1) 125–143.
13 Stewart J.J.P. Program Package МОРАС2012 (http://www.openmopac.net).
14 Senda N. Program Package Winmostar (http://winmostar.com).
15 Stewart J.J.P. (2007) Optimization of parameters for semiempirical methods V: Modification of NDDO approximations and application to 70 elements. J. Mol. Model., 13 (12) 1173–1213.
16 Konovalov A. I., Kiselev V.D. (2003) Diels-Alder reaction. Effect of internal and external factors on the reactivity of diene-dienophile systems. Russian Chemical Bulletin., 52 (2) 293-311.
17 Kovalskyi Ya. P., Kostiv I. S., Marshalok O I., Marshalok H. O., Pyrig I. Yu. (2014) Quantum-chemical research of the reaction mechanism of [4+2]-cycloaddition of 2,3-dimethylbuta-1,3-dien and allylmethacrylate. Eastern-European Journal of Enterprise Technologies. 5-6 (71) 32-36.
18 Spravochnik Chimika. (1966). Part 1 Moscow: «Chimiya».
2 Bachrach S. M. and Gilbert J. C. (2004) The Reaction of Cyclopentyne with Ethene: Concerted vs Stepwise Mechanism? J. Org. Chem., 69 (19) 6357–6364.
3 Morgan K. M. (2005) 11 Reaction mechanisms. Part (iii) Pericyclic reactions. Annu. Rep. Prog. Chem., Sect. B: Org. Chem., 101 284-304.
4 Carruthers W. (1990) Cycloaddition Reactions in Organic Synthesis. Von Pergamon Press, Oxford.
5 Dewar M. J. S., Olivella S., Stewart J. J. P. (1986) Mechanism of the Diels-Alder reaction: reactions of butadiene with ethylene and cyanoethylenes. J. Am. Chem. Soc., 108 (19) 5771–5779.
6 Dykstra C., Frenking G., Kim K., Scuseria G. (2005) Theory and Applications of Computational Chemistry: The First Forty Years. 1st edition, Elsevier, Amsterdam.
7 Jensen F. (2007) Introduction to Computational Chemistry. 2nd edition, John Wiley & Sons Ltd, England.
8 Brückner R. (2010) Hardcover Organic Mechanisms - Reactions, Stereochemistry and Synthesis. Springer Berlin Heidelberg.
9 Singleton D.A., Schulmeier B.E., Hang C., Thomas A.A., Leung S.-W., Merrigan S.R. (2001) Isotope effects and the distinction between synchronous, asynchronous, and stepwise Diels–Alder reactions. Tetrahedron, 57 (24) 5149-5160.
10 Firestone R. A. (1996) Volume of concert and heavy atom effects in Diels-Alder reaction mechanisms. Tetrahedron, 52 (46) 14459-14468.
11 Jasiński R. (2016) First example of stepwise, zwitterionic mechanism for bicyclo[2.2.1]hept-5-ene (norbornene) formation process catalyzed by the 1-butyl-3-methylimidazolium cations. Monatsh Chem. 147 (7) 1207-1213.
12 Morales-Bayuelo A., Vivas-Reyes R. (2013) Topological model to quantify the global reactivity indexes as local in Diels–Alder reactions, using density function theory (DFT) and local quantum similarity (LQS). J. Math. Chem., 51 (1) 125–143.
13 Stewart J.J.P. Program Package МОРАС2012 (http://www.openmopac.net).
14 Senda N. Program Package Winmostar (http://winmostar.com).
15 Stewart J.J.P. (2007) Optimization of parameters for semiempirical methods V: Modification of NDDO approximations and application to 70 elements. J. Mol. Model., 13 (12) 1173–1213.
16 Konovalov A. I., Kiselev V.D. (2003) Diels-Alder reaction. Effect of internal and external factors on the reactivity of diene-dienophile systems. Russian Chemical Bulletin., 52 (2) 293-311.
17 Kovalskyi Ya. P., Kostiv I. S., Marshalok O I., Marshalok H. O., Pyrig I. Yu. (2014) Quantum-chemical research of the reaction mechanism of [4+2]-cycloaddition of 2,3-dimethylbuta-1,3-dien and allylmethacrylate. Eastern-European Journal of Enterprise Technologies. 5-6 (71) 32-36.
18 Spravochnik Chimika. (1966). Part 1 Moscow: «Chimiya».