Journal
TETRAHEDRON
Volume 65, Issue 32, Pages 6410-6415Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2009.05.063
Keywords
phosphine-borane; phosphine; phosphane; phosphane-borane; borane; deprotection; decomplexation; deboronation; alcoholysis; microwave
Categories
Funding
- Institute for the Promotion of Innovation
- Ghent University
- COST-Chemistry
- K.U. Leuven
- FWO-Flanders
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Catalyst-free alcoholytic deprotection of borane-protected phosphorus compounds offers a smooth, efficient, and clean alternative to existing deprotection methods. In this paper we report our results on the general applicability of deprotecting phosphane- and phosphite-borane adducts by means of simple alcoholysis without the use of molecular sieves as a catalyst. Phosphane-boranes bearing at least one aromatic substituent are readily deprotected in high yields. Borane complexes of trialkylphosphanes or phosphites, however, cannot be deprotected in this way. The main merit of our method is its simplicity: apart from evaporation of the solvent, no further work-up or purification is needed. (C) 2009 Published by Elsevier Ltd.
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