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Effect of N-methylation on the conformation of 2-phenylbenzimidazole, 2-phenylindole and three related rotationally constrained indoles

✍ Scribed by Francisco Amat-Guerri; Javier Catalán; Elena Mena; Fernando Fabero

Publisher: John Wiley and Sons
Year: 1992
Tongue: English
Weight: 278 KB
Volume: 30
Category: Article
ISSN: 0749-1581
DOI: 10.1002/mrc.1260300819

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

N‐Methylation of 2‐phenylbenzimidazole, 2‐phenylindole and three 3,2′‐methylene‐bridged 2‐phenylindoles gives rise to significant changes in the chemical shifts of the protons close to the phenyl‐‐‐heterocycle bond. The observed upfield and downfield shifts are accounted for by deviation from a planar conformation in the non‐rigid molecules and by intramolecular compression effects in the more rigid molecules, respectively.

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