Magnesium Boryl Reactivity with 9‐BBN and Ph(3)B: Rational B−B′ Bond Formation and Diborane Isomerization

Reactions of a magnesium‐based pinacolatoboryl nucleophile with the electrophilic organoboranes, 9‐BBN and Ph(3)B, provide facile B−B′ single bond formation. Although the Ph(3)B derivative is thermally stable, when heated, the unsymmetrical diborane(5) anion derived from 9‐BBN is found to isomerize...

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Detalles Bibliográficos
Autores principales: Pécharman, Anne‐Frédérique, Hill, Michael S., McMullin, Claire L., Mahon, Mary F.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2017
Materias:
Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5767756/
https://www.ncbi.nlm.nih.gov/pubmed/29115736
http://dx.doi.org/10.1002/anie.201709902
Descripción
Sumario:Reactions of a magnesium‐based pinacolatoboryl nucleophile with the electrophilic organoboranes, 9‐BBN and Ph(3)B, provide facile B−B′ single bond formation. Although the Ph(3)B 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.

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