Synthesis and structure of benzoboroxoles: Novel organoboron heterocycles

Viktor Zhdankin, P. J. Persichini, Lu Zhang, Shannon Fix, Paul Kiprof

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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(1H)-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.

Original languageEnglish (US)
Pages (from-to)6705-6708
Number of pages4
JournalTetrahedron Letters
Issue number37
StatePublished - Sep 10 1999

Bibliographical note

Funding Information:
This work was supportedb y the Camille and Henry Dreyfus Scholar/FellowP rogramfor Under-graduateIn stitutionsa nd a researchg rantfrom the National Science Foundation( NSF/CHE-9802823). Special thanks are made to Dr. Victor G. Young Jr. and the X-Ray CrystallographiLca boratoryo f the Universityo f Minnesotaf or X-ray structuraal nalysiso f compound5 a.


  • Boron and compounds
  • Boron heterocycles
  • X-ray crystal structures


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