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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

© 2014 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim. 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:
CreatorsEmailPitt UsernameORCID
Taniguchi, T
Curran, DPcurran@pitt.eduCURRAN
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: 02 Feb 2019 15:58
URI: http://d-scholarship.pitt.edu/id/eprint/25654

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