QUANTUM-CHEMICAL STUDY OF THE ELECTRONIC STRUCTURE AND REACTIVITY OF 2-METHYL-4H-THIENO[3,2-<i>b</i>]PYRROLE-5-CARBOXYLIC ACID METHYL ESTER

Authors

  • В. Н. Яровенко N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow 119991
  • С. Л. Семенов N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow 119991
  • И. В. Заварзин N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow 119991
  • Н. Д. Чувылкин N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow 119991
  • М. М. Краюшкин N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow 119991

DOI:

https://doi.org/10.1007/8066

Keywords:

thienopyrroles, molecular structure, semiempirical quantum-chemical calculations, regioselective acylation

Abstract

We have used the MNDO approximation to carry out a quantum-chemical study showing that the selectivity of acylation of 2-methyl-4H-thieno[3,2-b]pyrrole-5-carboxylic acid methyl ester under Friedel–Crafts reaction conditions in the presence of AlCl3 depends more on the electron density distribution in the complexes than on the structure parameters.

How to Cite
Yarovenko, V. N.; Semenov, S. L.; Zavarzin, I. V.; Chuvylkin, N. D.; Krayushkin, M. M.  Chem. Heterocycl. Compd. 2006, 42, 261. [Khim. Geterotsikl. Soedin. 2006, 291.]

For this article in the English edition, see DOI 10.1007/s10593-006-0079-1

 

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Published

2023-09-18

Issue

No. 2 (2006)

Section

Original Papers