Scandium trifluoromethanesulfonate as catalyst in the hydrogen/deuterium exchange of 1,3,5-trimethoxybenzene: Evidence for a direct interaction of scandium with the aromatic ring

Authors
Castellani, CB Perotti, A Scrivanti, M Vidari, G
Citation
Cb. Castellani et al., Scandium trifluoromethanesulfonate as catalyst in the hydrogen/deuterium exchange of 1,3,5-trimethoxybenzene: Evidence for a direct interaction of scandium with the aromatic ring, TETRAHEDRON, 56(41), 2000, pp. 8161-8166
Citations number
25
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
56
Issue
41
Year of publication
2000
Pages
8161 - 8166
Database
ISI
SICI code
0040-4020(20001006)56:41<8161:STACIT>2.0.ZU;2-F
Abstract
Scandium trifluoromethanesulfonate in CD3OD is a very active catalyst for h ydrogen/deuterium exchange at the aromatic nucleus of 1,3,5-trimethoxybenze ne. The very low proticity of the system, spectrophotometric evidence, and easy iodination of the substrate point to the formation of a transient unpr ecedented arylscandium species as a plausible intermediate of the reaction. (C) 2000 Elsevier Science Ltd. All rights reserved.