Reactivity of bismuth(III) halides towards alcohols. A tentative to mechanistic investigation

Authors
Keramane, EM Boyer, B Rogue, JP
Citation
Em. Keramane et al., Reactivity of bismuth(III) halides towards alcohols. A tentative to mechanistic investigation, TETRAHEDRON, 57(10), 2001, pp. 1909-1916
Citations number
32
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
57
Issue
10
Year of publication
2001
Pages
1909 - 1916
Database
ISI
SICI code
0040-4020(20010303)57:10<1909:ROBHTA>2.0.ZU;2-D
Abstract
The reactivity of bismuth(III) halides (BiX3; X=Cl, Br and I) towards a ser ies of alcohols has been investigated. Three different reactions have been studied, namely: halogenation, dehydration and etherification. The behaviou r of these bismuth derivatives was found to depend on the nature of the hal ide bonded to the bismuth atom. Their reactivities can be interpreted on th e basis of the Hard and Soft Acids and Bases (HSAB) principle. A mechanism is proposed which involves the formation of a complex of the alcohol with B i(III). (C) 2001 Elsevier Science Ltd. All rights reserved.