Fluorine-19 NMR monitored thermal imidization of bicyclo[2.2.2]oct-7-ene systems

Authors
Tamagna, C Mison, P Pascal, T Petiaud, R Sillion, B
Citation
C. Tamagna et al., Fluorine-19 NMR monitored thermal imidization of bicyclo[2.2.2]oct-7-ene systems, POLYMER, 40(20), 1999, pp. 5523-5530
Citations number
14
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
POLYMER
ISSN journal
00323861 → ACNP
Volume
40
Issue
20
Year of publication
1999
Pages
5523 - 5530
Database
ISI
SICI code
0032-3861(199909)40:20<5523:FNMTIO>2.0.ZU;2-8
Abstract
Fluorine-19 NMR analyses allowed to obtain kinetic data about bicyclo[2.2.2 ]oct-7-ene dianhydrides thermal imidization. It was evidenced that the high reactivity of such a substrate is owing to the combined effects of bifunct ionality and ethenylene bridge. This latter effect is inhibited by the pres ence of an electron-withdrawing group on the double bond. A basic solvent ( NMP) does favor the amic acid intermediate formation; an acidic solvent (m- cresol) does accelerate the amic acid cyclization to imide, (C) 1999 Elsevi er Science Ltd. All rights reserved.