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The regiochemistry of carbenoid insertion into zirconacycles

Record type: Article

The regioselectivity of insertion of lithium chloroallylides (allyl carbenoids) into a wide variety of unsymmetrical zirconacycles has been determined. In all but one case a single regioisomer was obtained. A combination of steric and electronic effects is needed to explain the results and imply that the carbenoid is acting predominantly as an electrophilic species. The first carbenoid insertion into a zirconacyclopentadiene is noted.

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Citation

Gordon, G. J., Luker, T., Tuckett, M. W. and Whitby, R. J. (2000) The regiochemistry of carbenoid insertion into zirconacycles Tetrahedron, 56, (15), pp. 2113-2129. (doi:10.1016/S0040-4020(99)01094-7).

More information

Published date: 7 April 2000
Keywords: zirconium, zirconacycle, carbenoid, insertion reactions metal-promoted cyclization, bond formation reaction, tandem insertion, lithium chloroallylide, zirconium chemistry, metallacycle transfer, organic-synthesis, zirconacyclopentadienes, zirconocene, complexes

Identifiers

Local EPrints ID: 18923
URI: http://eprints.soton.ac.uk/id/eprint/18923
ISSN: 0040-4020
PURE UUID: 2558e5d4-a62c-4904-b894-30255ccf9981

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Date deposited: 16 Dec 2005
Last modified: 17 Jul 2017 16:34

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Contributors

Author: G. J. Gordon
Author: T. Luker
Author: M. W. Tuckett
Author: R. J. Whitby

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