Insertion of reactive rhodium carbenes into boron-hydrogen bonds of stable N-heterocyclic carbene boranes

Li, X and Curran, DP (2013) Insertion of reactive rhodium carbenes into boron-hydrogen bonds of stable N-heterocyclic carbene boranes. Journal of the American Chemical Society, 135 (32). 12076 - 12081. ISSN 0002-7863

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Abstract

Readily available rhodium(II) salts catalyze reactions between NHC-boranes (NHC-BH3) and diazocarbonyl compounds (N2CRCOR′). Stable α-NHC-boryl carbonyl compounds (NHC-BH2-CHRCOR′) are isolated in good yields. The reaction is a reliable way to make boron-carbon bonds with good tolerance for variation in both the NHC-borane and diazocarbonyl components. It presumably occurs by insertion of a transient rhodium carbene into a boron-hydrogen bond of the NHC-borane. Competitive experiments show that a typical NHC-borane is highly reactive toward rhodium carbenes. © 2013 American Chemical Society.

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Details

Item Type:	Article
Status:	Published
Creators/Authors:	Creators Email Pitt Username ORCID Li, X Curran, DP curran@pitt.edu CURRAN
Date:	14 August 2013
Date Type:	Publication
Journal or Publication Title:	Journal of the American Chemical Society
Volume:	135
Number:	32
Page Range:	12076 - 12081
DOI or Unique Handle:	10.1021/ja4056245
Schools and Programs:	Dietrich School of Arts and Sciences > Chemistry
Refereed:	Yes
ISSN:	0002-7863
PubMed ID:	23865527
Date Deposited:	06 Apr 2016 15:48
Last Modified:	22 Jun 2021 10:55
URI:	http://d-scholarship.pitt.edu/id/eprint/27585

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