Olefin Hydroborations with Diamidocarbene–BH3 Adducts at Room Temperature

Olefin Hydroborations with Diamidocarbene–BH3 Adducts at Room Temperature

An isolable N,N’-diamidocarbene (DAC) was previously shown to promote the B–H bond activation of various BH3 complexes. The resultant DAC–BH3 adducts facilitated olefin hydroborations under mild conditions and in the absence of exogenous initiators. The substrate scope for such transformations was f...

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Bibliographic Details
Main Authors: Dominika N. Lastovickova, Christopher W. Bielawski
Format: Article
Language:English
Published: MDPI AG 2016-09-01
Series:Catalysts
Subjects:
hydroboration
carbenes
organocatalysis
Lewis adducts
diamidocarbene
Online Access:http://www.mdpi.com/2073-4344/6/9/141
Description
Summary:An isolable N,N’-diamidocarbene (DAC) was previously shown to promote the B–H bond activation of various BH3 complexes. The resultant DAC–BH3 adducts facilitated olefin hydroborations under mild conditions and in the absence of exogenous initiators. The substrate scope for such transformations was further explored and is described herein. While organoboranes were obtained in quantitative yields from various terminal and internal olefins, use of the latter substrates resulted in intramolecular ring-expansion of the newly formed DAC–borane adducts.
ISSN:2073-4344

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