Magnesium Boryl Reactivity with 9-BBN and Ph3B: Rational B-B' Bond Formation and Diborane Isomerization

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Abstract

Reactions of a magnesium-based pinacolatoboryl nucleophile with the electrophilic organoboranes, 9-BBN and Ph3B, provide facile B-B' single bond formation. Although the Ph3B derivative is thermally stable, when heated, the unsymmetrical diborane(5) anion derived from 9-BBN is found to isomerize to two regioisomeric species via a proposed mechanism involving dehydroboration of the borabicyclo[3.3.1]nonane and syn-diboration of the resultant alkenyl carbocycle.
Original languageEnglish
Pages (from-to)16363-16366
Number of pages4
JournalAngewandte Chemie-International Edition
Volume56
Issue number51
Early online date27 Nov 2017
DOIs
Publication statusPublished - 13 Dec 2017

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