VICINAL C-H COUPLING AS AN AID TO STEREOCHEMICAL ASSIGNMENTS IN SUBSTITUTED PROPENOIC ACIDS

Authors
Citation
Hh. Keah et Id. Rae, VICINAL C-H COUPLING AS AN AID TO STEREOCHEMICAL ASSIGNMENTS IN SUBSTITUTED PROPENOIC ACIDS, Australian Journal of Chemistry, 46(9), 1993, pp. 1413-1419
Citations number
15
Categorie Soggetti
Chemistry
ISSN journal
00049425
Volume
46
Issue
9
Year of publication
1993
Pages
1413 - 1419
Database
ISI
SICI code
0004-9425(1993)46:9<1413:VCCAAA>2.0.ZU;2-R
Abstract
Two isomeric pairs of 3-bromopropenoic acids were prepared and vicinal C-H couplings were measured in their C-13 n.m.r. spectra. Complete C- H coupling schemes were also obtained for these and several other prop enoic acids. It was seen that the ranges for 3J(trans) and 3J(cis) did not overlap, and so a stereochemical assignment based upon n.m.r. dat a for a single isomer can be made with confidence.