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Complexes of borane and N-heterocyclic carbenes: A new class of radical hydrogen atom donor

Ueng, SH and Brahmi, MM and Derat, E and Fensterbank, L and Lacôte, E and Malacria, M and Curran, DP (2008) Complexes of borane and N-heterocyclic carbenes: A new class of radical hydrogen atom donor. Journal of the American Chemical Society, 130 (31). 10082 - 10083. ISSN 0002-7863

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Calculations suggest that complexes of borane with N-heterocyclic carbenes (NHC) have B-H bond dissocation energies more then 20 kcal/mol less than free borane, diborane, borane-THF, and related complexes. Values are in the range of popular radical hydrogen atom donors like tin hydrides (70-80 kcal/mol). The resulting prediction that NHC borane complexes could be used as radical hydrogen atom donors was verified by radical deoxygenations of xanthates by using either AIBN or triethylborane as initiator. Copyright © 2008 American Chemical Society.


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Item Type: Article
Status: Published
CreatorsEmailPitt UsernameORCID
Ueng, SH
Brahmi, MM
Derat, E
Fensterbank, L
Lacôte, E
Malacria, M
Curran, DPcurran@pitt.eduCURRAN
Date: 6 August 2008
Date Type: Publication
Journal or Publication Title: Journal of the American Chemical Society
Volume: 130
Number: 31
Page Range: 10082 - 10083
DOI or Unique Handle: 10.1021/ja804150k
Schools and Programs: Dietrich School of Arts and Sciences > Chemistry
Refereed: Yes
ISSN: 0002-7863
PubMed ID: 18611014
Date Deposited: 12 Mar 2013 19:32
Last Modified: 02 Feb 2019 15:59


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