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Structure and Reactivity of a Highly Twisted Amide
Author(s) -
Yamada Shinji
Publication year - 1993
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199310831
Subject(s) - thiazolidine , amide , reactivity (psychology) , ring (chemistry) , crystallography , perpendicular , chemistry , nuclear magnetic resonance spectroscopy , group (periodic table) , twist , stereochemistry , materials science , geometry , organic chemistry , mathematics , medicine , alternative medicine , pathology
The largest twist angle of 74.3° at a C(O)N bond known so far was detected in the amide 1 by IR, UV, and NMR spectroscopy, as well as X‐ray crystallography. In 1 the thiazolidine ring is almost perpendicular to the CO group, which makes this compound extremely reactive.

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