Quantum-chemical investigation of the electrophile affinity of molecules of five-membered heterocycles with one hetero-atom and some model systems

Chemistry of Heterocyclic Compounds

Volumn 44, Issue 11, 2008, Pages 1339-1346

  Belen'kii, L I ^a   Nesterov, I D ^a   Chuvylkin, N D ^a  

^a N D ZELINSKY INSTITUTE OF ORGANIC CHEMISTRY   (Russian Federation)

Author keywords

Five membered heteroaromatic compounds with one heteroatom; HF, B3LYP, and MP2 methods; Modeling electrophilic aromatic substitution reactions; Quantum chemical calculations; Relative stability of onium states; Simple derivatives of N, O, S, and Se

Indexed keywords

EID: 61849141214     PISSN: 00093122     EISSN: 15738353     Source Type: Journal    
DOI: 10.1007/s10593-009-0197-7     Document Type: Article

References (8)

1. G. Marino 1971 Adv. Heterocycl. Chem. 13 235
2. D. M. Antonov L. I. Belen'kii S. Gronowitz 1995 J. Heterocycl. Chem. 35 53
3. L. I. Belen'kii, in: III International Symposium on Furan Chemistry, Coll. of Pap., Smolenice, Czechoslovakia (1979), p. 4.
4. L. I. Belen'kii, Khim. Geterotsikl. Soedin., 1587 (1980). [Chem. Heterocycl. Comp., 16, 1195 (1980)].
5. L. I. Belen'kii I. A. Abronin 1981 Zh. Org. Khim. 17 1129
6. L. I. Belen'kii, I. A. Suslov, and N. D. Chuvylkin, Khim. Geterotsikl. Soedin., 38 (2003). [Chem. Heterocycl. Comp., 39, 36 (2003).
7. M. J. Frisch, G. W. Trucks, H. B. Schlegel, G. E. Scuseria, M. A. Robb, J. R. Cheeseman, V. G. Zakrewski, J. A. Montgomery Jr, R. E. Stratmann, J. C. Burrant, S. S. Dapprich, J. M. Millam, A. D. Daniels, K. N. Kudin, M. S. Strain, O. Farkas, J. Tomasi, V. Barone, M. Cossi, R. Cammi, B. Menucci, C. Pomelli, C. Adamo, S. Clifford, J. Ochterski, G. A. Peterson, P. Y. Ayala, Q. Cui, K. Morokuma, D. K. Malik, A. Rabuck, K. Raghavachari, J. B. Foresman, J. Cioslowski, J. V. Ortiz, A. G. Baboul, B. B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R. Gomperts, R. L. Martin, D. J. Fox, T. Keith, M. A. Al-Laham, C. Y. Peng, A. Nanayakkara, C. Gonzalez, M. Challacombe, P. V. Gill, B. Johnson, W. Heng, M. W. Wong, J. L. Andres, M. Head-Gordon, E. S. Replogle, and J. A. Pople, Gaussian 98, Revision A. 5, Gaussian Inc., Pittsburgh, PA (1998).
8. E. P. L. Hunter S. G. Lias 1998 J. Phys. Chem. Ref. Data 27 413