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Investigation of benzimidazoles. III—transmission of the substituent effects in 2-substituted 1-methylbenzimidazoles studied by 13C nuclear magnetic resonance

✍ Scribed by V. A. Lopyrev; L. I. Larina; T. I. Vakul'skaya; E. F. Shibanova; I. A. Titova; M. G. Voronkov; E. E. Liepin'sh

Publisher
John Wiley and Sons
Year
1982
Tongue
English
Weight
394 KB
Volume
20
Category
Article
ISSN
0749-1581

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✦ Synopsis

Abstract

The influence of substituents on the ^13^C NMR chemical shifts of 2‐substituted 1‐methylbenzimidazoles has been investigated. The electronic effects of the substituents are transmitted to C‐4 and C‐7 mainly by the resonance mechanism, and to C‐5, C‐6 and N‐CH~3~, by approximately equal contributions of the resonance and inductive components. A critical analysis of the share in the transmission of substituent effects through the ‘pyridine‐type’ and ‘pyrrole‐type’ nitrogen atoms is given.

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