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Synthesis and reactions of N-heterocyclic carbene boranes

Curran, DP and Solovyev, A and Makhlouf Brahmi, M and Fensterbank, L and Malacria, M and Lacôte, E (2011) Synthesis and reactions of N-heterocyclic carbene boranes. Angewandte Chemie - International Edition, 50 (44). 10294 - 10317. ISSN 1433-7851

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Boranes are widely used Lewis acids and N-heterocyclic carbenes (NHCs) are popular Lewis bases, so it is remarkable how little was known about their derived complexes until recently. NHC-boranes are typically readily accessible and many are so stable that they can be treated like organic compounds rather than complexes. They do not exhibit "borane chemistry", but instead are proving to have a rich chemistry of their own as reactants, as reagents, as initiators, and as catalysts. They have significant potential for use in organic synthesis and in polymer chemistry. They can be used to easily make unusual complexes with a broad spectrum of functional groups not usually seen in organoboron chemistry. Many of their reactions occur through new classes of reactive intermediates including borenium cations, boryl radicals, and even boryl anions. This Review provides comprehensive coverage of the synthesis, characterization, and reactions of NHC-boranes. Forget everything you know about boron chemistry ... NHC-boranes (see picture) are different. Functionalities that are not usually present in organoboron compounds can be easily introduced. New classes of rare boron-based reactive intermediates (cations, radicals, and anions) have emerged. And NHC-boranes are promising as reagents and catalysts in organic synthesis and as co-initiators in radical polymerization. Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.


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Item Type: Article
Status: Published
CreatorsEmailPitt UsernameORCID
Curran, DPcurran@pitt.eduCURRAN
Solovyev, A
Makhlouf Brahmi, M
Fensterbank, L
Malacria, M
Lacôte, E
Date: 24 October 2011
Date Type: Publication
Journal or Publication Title: Angewandte Chemie - International Edition
Volume: 50
Number: 44
Page Range: 10294 - 10317
DOI or Unique Handle: 10.1002/anie.201102717
Schools and Programs: Dietrich School of Arts and Sciences > Chemistry
Refereed: Yes
ISSN: 1433-7851
Article Type: Review
PubMed ID: 21898724
Date Deposited: 15 Nov 2012 21:22
Last Modified: 02 Feb 2019 15:58


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