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Formation of N-heterocyclic carbene-boryl radicals through electrochemical and photochemical cleavage of the B-S bond in N-heterocyclic carbene-boryl sulfides

Telitel, S and Vallet, AL and Schweizer, S and Delpech, B and Blanchard, N and Morlet-Savary, F and Graff, B and Curran, DP and Robert, M and Lacoîte, E and Lalevée, J (2013) Formation of N-heterocyclic carbene-boryl radicals through electrochemical and photochemical cleavage of the B-S bond in N-heterocyclic carbene-boryl sulfides. Journal of the American Chemical Society, 135 (45). 16938 - 16947. ISSN 0002-7863

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Abstract

The B-S bond in N-heterocyclic carbene (NHC)-boryl sulfides can be cleaved homolytically to NHC-boryl or NHC-thioboryl and thiyl radicals using light, either directly around 300 nm or with a sensitizer at a longer wavelength (>340 nm). In contrast, the electrochemical reductive cleavage of the B-S bond is difficult. This easy photolytic cleavage makes the NHC-boryl sulfides good type I photopolymerization initiators for the polymerization of acrylates under air. © 2013 American Chemical Society.

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Details

Item Type: Article
Status: Published
Creators/Authors:
CreatorsEmailPitt UsernameORCID
Telitel, S
Vallet, AL
Schweizer, S
Delpech, B
Blanchard, N
Morlet-Savary, F
Graff, B
Curran, DPcurran@pitt.eduCURRAN
Robert, M
Lacoîte, E
Lalevée, J
Date: 13 November 2013
Date Type: Publication
Journal or Publication Title: Journal of the American Chemical Society
Volume: 135
Number: 45
Page Range: 16938 - 16947
DOI or Unique Handle: 10.1021/ja4066267
Schools and Programs: Dietrich School of Arts and Sciences > Chemistry
Refereed: Yes
ISSN: 0002-7863
PubMed ID: 24111491
Date Deposited: 31 Mar 2016 14:25
Last Modified: 02 Feb 2019 15:58
URI: http://d-scholarship.pitt.edu/id/eprint/27429

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