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|Title:||Metal-free σ-bond metathesis in 1,3,2-diazaphospholene-catalyzed hydroboration of carbonyl compounds||Authors:||Chong, Che Chang
|Keywords:||DRNTU::Science::Chemistry::Organic chemistry::Carbanions||Issue Date:||2015||Source:||Chong, C. C., Hirao, H., & Kinjo, R. (2015). Metal-free σ-bond metathesis in 1,3,2-diazaphospholene-catalyzed hydroboration of carbonyl compounds. Angewandte chemie international edition, 54(1), 190-194.||Series/Report no.:||Angewandte chemie international edition||Abstract:||The first metal-free catalytic hydroboration of carbonyl derivatives has been developed in which a catalytic amount of 1,3,2-diazaphospholene effectively promotes a hydroboration reaction of aliphatic and aromatic aldehydes and ketones. The reaction mechanism involves the cleavage of both the P-O bond of the alkoxyphosphine intermediate and the B-H bond of pinacolborane as well as the formation of P-H and B-O bonds. Thus, the reaction proceeds through a non-metal σ-bond metathesis. Kinetic and computational studies suggest that the σ-bond metathesis occurred in a stepwise but nearly concerted manner.||URI:||https://hdl.handle.net/10356/103939
|ISSN:||1433-7851||DOI:||10.1002/anie.201408760||Rights:||© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.||Fulltext Permission:||none||Fulltext Availability:||No Fulltext|
|Appears in Collections:||SPMS Journal Articles|
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