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|Title:||Ring Expansion Reactions of Electron-Rich Boron-Containing Heterocycles|
|Authors:||Piers, Warren E.|
Araneda, Juan F.
Sgro, Michael J.
|Publisher:||American Chemical Society|
|Citation:||Organometallics 2015, 34, 3408−3413.|
|Abstract:||The potassium salts of the dianions of isomeric compounds bis-benzocycloborabutylidene, 1, and the ladder diborole 2 were reacted with carbon dioxide (CO2) and carbon monoxide (CO) and the ring expansion products fully characterized. Both dianions 1 and 2 react rapidly with carbon dioxide to form the same insertion product, 3, in which the boron-containing rings are expanded to six-membered rings. Compound 3 is a B–O analogue of binaphtholate. Only dianion 2 reacts cleanly with the weaker electrophile CO, producing a product (4) in which only one of the boron-containing rings is expanded through formal insertion of CO into a B–C bond. The X-ray structures of both 3 and 4 are reported, and reasonable paths to their formation are proposed.|
|Description:||This document is the Accepted Manuscript version of a Published Work that appeared in final form in Organometallics, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see http://pubs.acs.org/doi/abs/10.1021/acs.organomet.5b00390.|
|Appears in Collections:||Piers, Warren E.|
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|om-2015-00390u_R1.pdf||Main article||3.43 MB||Adobe PDF||View/Open|
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