Synthesis and Structure of a Carbene-Stabilized π-Boryl Anion

Attack with π electrons: Reduction of a chloroborole coordinated by an N‐heterocyclic carbene results in the formation of a carbene‐stabilized borole monoanion (see scheme; Mes=mesityl), the molecular structure of which has been determined by X‐ray analysis. Computational and reactivity studies of t...

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Bibliographic Details
Published inAngewandte Chemie International Edition Vol. 49; no. 11; pp. 2041 - 2044
Main Authors Braunschweig, Holger, Chiu, Ching-Wen, Radacki, Krzysztof, Kupfer, Thomas
Format Journal Article
LanguageEnglish
Published Weinheim Wiley-VCH Verlag 08.03.2010
WILEY-VCH Verlag
WILEY‐VCH Verlag
Wiley
Subjects
boron
carbenes
Chemistry
Chemistry, Multidisciplinary
heterocycles
nucleophilicity
Physical Sciences
reduction
Science & Technology
ORGANIC-SYNTHESIS
ANALOG
BORABENZENE DERIVATIVES
COMPLEXES
carbenes
REACTIVITY
SUBSTITUTION-REACTIONS
DIMESITYLBORON GROUP
BORYLLITHIUM
RAY CRYSTAL-STRUCTURE
nucleophilicity
heterocycles
reduction
boron
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Summary:Attack with π electrons: Reduction of a chloroborole coordinated by an N‐heterocyclic carbene results in the formation of a carbene‐stabilized borole monoanion (see scheme; Mes=mesityl), the molecular structure of which has been determined by X‐ray analysis. Computational and reactivity studies of this boracycle confirm the presence of a π‐nucleophilic boron atom, which represents a rare example in the chemistry of boryl anions.
Bibliography:http://dx.doi.org/10.1002/anie.200906884
ark:/67375/WNG-JFL4LGP3-9
ArticleID:ANIE200906884
C.-W.C. thanks the Alexander von Humboldt Foundation for a postdoctoral fellowship.
istex:7944DC9972E3042E8FE44E7C07CFF5355A46082E
C.‐W.C. thanks the Alexander von Humboldt Foundation for a postdoctoral fellowship.
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SourceType-Scholarly Journals-1
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ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200906884