✦ LIBER ✦

Multinuclear magnetic resonance and molecular mechanics studies on the conformations and the dynamic behaviors of α-alkyl-substituted o-methoxybenzyl alcohols

✍ Scribed by Hiroko Suezawa; Hajime Wada; Hiroshi Watanabe; Tomoaki Yuzuri; Kazuhisa Sakakibara; Minoru Hirota

Publisher: John Wiley and Sons
Year: 1997
Tongue: English
Weight: 207 KB
Volume: 10
Category: Article
ISSN: 0894-3230
DOI: 10.1002/(sici)1099-1395(199712)10:12<925::aid-poc958>3.0.co;2-#

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✦ Synopsis

The conformations and the dynamic behaviors of ␣-monoalkyland ␣,␣-dialkyl-o-methoxybenzyl alcohols are discussed on the basis of their 1 H, 13 C and 17 O NMR spectra and MM3 calculations. The conformations of ␣-monoalkyl derivatives are shown to be different from those of ␣,␣-dialkyl derivatives and unfavorable to form intramolecular OH • • • O hydrogen bonds. The trends of substituent effects on the restricted rotation about the C ipso -C ␣ bond could be reproduced fairly well by MM3 calculations.