The facile reaction of B-alkyl-9-borabicyclo[3.3.1]nonanes with benzaldehyde

M. Mark Midland, Alfonso Tramontano, Stephen A. Zderic

Research output: Contribution to journalArticle

20 Citations (Scopus)

Abstract

Certain B-alkyl-9-borabicyclo[3.3.1]nonanes, in contrast to the corresponding trialkylboranes, reduce benzaldehyde to benzyl alcohol under exceptionally mild conditions. Concurrently, the B-alkyl group is transformed into an olefin. A cyclic process is proposed for this reaction.

Original languageEnglish (US)
JournalJournal of Organometallic Chemistry
Volume134
Issue number1
DOIs
StatePublished - Jul 5 1977

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Benzyl Alcohol
nonanes
Alkenes
alkenes
Olefins
alcohols
Alcohols
benzaldehyde
nonane

ASJC Scopus subject areas

  • Biochemistry
  • Chemical Engineering (miscellaneous)
  • Inorganic Chemistry
  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Materials Science (miscellaneous)
  • Materials Chemistry

Cite this

The facile reaction of B-alkyl-9-borabicyclo[3.3.1]nonanes with benzaldehyde. / Midland, M. Mark; Tramontano, Alfonso; Zderic, Stephen A.

In: Journal of Organometallic Chemistry, Vol. 134, No. 1, 05.07.1977.

Research output: Contribution to journalArticle

Midland, M. Mark ; Tramontano, Alfonso ; Zderic, Stephen A. / The facile reaction of B-alkyl-9-borabicyclo[3.3.1]nonanes with benzaldehyde. In: Journal of Organometallic Chemistry. 1977 ; Vol. 134, No. 1.
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