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Synthesis and structure of benzoboroxoles: novel organoboron heterocycles

Authors
Journal
Tetrahedron Letters
0040-4039
Publisher
Elsevier
Publication Date
Volume
40
Issue
37
Identifiers
DOI: 10.1016/s0040-4039(99)01303-9
Keywords
  • Boron And Compounds
  • Boron Heterocycles
  • X-Ray Crystal Structures
Disciplines
  • Chemistry

Abstract

Abstract Benzoboroxoles ( 5) can be prepared from the readily available o-bromobenzyl alcohols via dilithiation followed by reaction with triisopropylborate. X-Ray structural analysis of 1-hydroxy-3(1 H)-1,2-benzoboroxole ( 5a) as well as the results of ab initio molecular orbital calculations indicate a planar structure of the boron center with a relatively short CB bond. Preliminary results regarding the chemistry of benzoboroxoles are also reported.

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