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Hindered rotation and electronic distribution in thiocarbamates

✍ Scribed by Saadeddin El Migirab; Joseph Jadot; Pierre Laszlo; Armel Stockis

Publisher
John Wiley and Sons
Year
1976
Tongue
English
Weight
196 KB
Volume
8
Category
Article
ISSN
0749-1581

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✦ Synopsis

Abstract

We wish to report here the isolation of methyl N‐(p‐methoxybenzyl)thiocarbamate, a natural product extracted from Pentadiplandra brazzena Bailli, and the synthesis of its homologue, benzyl N‐(2‐phenylethyl)thiocarbamate. The barrier to internal rotation calculated from a complete lineshape analysis of the temperature dependent ^1^H n.m.r. spectra is discussed. The extent of delocalization on the three N, S and O substituents on the central trigonal carbon atom is gauged from a double labelling experiment.

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