Hydroboration of arynes with N-heterocyclic carbene boranes

Taniguchi, T and Curran, DP (2014) Hydroboration of arynes with N-heterocyclic carbene boranes. Angewandte Chemie - International Edition, 53 (48). 13150 - 13154. ISSN 1433-7851

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Abstract

Arynes were generated in situ from ortho-silyl aryl triflates and fluoride ions in the presence of stable N-heterocyclic carbene boranes (NHC-BH3). Spontaneous hydroboration ensued to provide stable B-aryl-substituted NHC-boranes (NHC-BH2Ar). The reaction shows good scope in terms of both the NHC-borane and aryne components and provides direct access to mono-and disubstituted NHC-boranes. The formation of unusual ortho regioisomers in the hydroboration of arynes with an electron-withdrawing group supports a hydroboration process with hydride-transfer character.

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Details

Item Type:	Article
Status:	Published
Creators/Authors:	Creators Email Pitt Username ORCID Taniguchi, T Curran, DP curran@pitt.edu CURRAN
Date:	24 November 2014
Date Type:	Publication
Journal or Publication Title:	Angewandte Chemie - International Edition
Volume:	53
Number:	48
Page Range:	13150 - 13154
DOI or Unique Handle:	10.1002/anie.201408345
Schools and Programs:	Dietrich School of Arts and Sciences > Chemistry
Refereed:	Yes
ISSN:	1433-7851
PubMed ID:	25346015
Date Deposited:	17 Jul 2015 20:05
Last Modified:	22 Jun 2021 12:56
URI:	http://d-scholarship.pitt.edu/id/eprint/25654

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