Trapping of a Borirane Intermediate in the Reductive Coupling of an Arylborane to a Diborene.
J Am Chem Soc
; 142(12): 5562-5567, 2020 03 25.
Article
em En
| MEDLINE
| ID: mdl-32151134
ABSTRACT
The reductive coupling of a N-heterocyclic carbene (NHC)-stabilized aryldibromoborane yields a mixture of trans- and cis-diborenes in which the aryl groups are coplanar with the diborene core. Under dilute reduction conditions two diastereomers of a borirane-borane intermediate are isolated, which upon further reduction give rise to the aforementioned diborene mixture. DFT calculations suggest a mechanism proceeding via nucleophilic attack of a dicoordinate borylene intermediate on the aryl ring and subsequent intramolecular B-B bond formation.
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MEDLINE
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En
Ano de publicação:
2020
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Article