Hindered rotation and electronic distribution in thiocarbamates | Zendy

El Migirab Saadeddin | Zendy; Jadot Joseph | Zendy; Laszlo Pierre | Zendy; Stockis Armel | Zendy

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Hindered rotation and electronic distribution in thiocarbamates

Author(s) -

El Migirab Saadeddin,

Jadot Joseph,

Laszlo Pierre,

Stockis Armel

Publication year - 1976

Publication title -

organic magnetic resonance

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.483

H-Index - 72

eISSN - 1097-458X

pISSN - 0030-4921

DOI - 10.1002/mrc.1270080210

Subject(s) - thiocarbamate , thiocarbamates , chemistry , delocalized electron , rotation (mathematics) , carbon atom , crystallography , stereochemistry , ring (chemistry) , organic chemistry , mathematics , geometry

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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