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), 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
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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
Subjects: Q Science
Q Science > QD Chemistry
Divisions: University Structure - Pre August 2011 > School of Chemistry
ePrint ID: 18923
Date Deposited: 16 Dec 2005
Last Modified: 06 Aug 2015 02:18

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