Unambiguous and rapid cis/trans assignment of aryl-carboxy disubstituted cyclopropanes using NMR.

Authors
Solladie-Cavallo, A Isarno, T
Citation
A. Solladie-cavallo et T. Isarno, Unambiguous and rapid cis/trans assignment of aryl-carboxy disubstituted cyclopropanes using NMR., TETRAHEDR L, 40(8), 1999, pp. 1579-1582
Citations number
9
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
8
Year of publication
1999
Pages
1579 - 1582
Database
ISI
SICI code
0040-4039(19990219)40:8<1579:UARCAO>2.0.ZU;2-H
Abstract
It is shown that cis or trans stuctures of aryl-carboxy disubstituted cycle propanes can be directly, rapidly and easily determined by H-1 NMR with no need of comparing both cis and trans isomers when vicinal coupling constan ts are in the range of 8-9 Hz (cis-isomer) or 4-6 Hz (trans-isomer). More, when the precision of the H-1 NMR is +/- 0.5Hz (the usual conditions), the most deshielded signal is a 'ddd' for the trans isomer and a 'q'(quadruplet )for the cis isomer. (C) 1999 Elsevier Science Ltd. All rights reserved.