The regiochemistry of carbenoid insertion into zirconacycles

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).


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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.

Item Type: Article
Digital Object Identifier (DOI): doi:10.1016/S0040-4020(99)01094-7
ISSNs: 0040-4020 (print)
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
ePrint ID: 18923
Date :
Date Event
7 April 2000Published
Date Deposited: 16 Dec 2005
Last Modified: 16 Apr 2017 23:08
Further Information:Google Scholar

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