The regiochemistry of carbenoid insertion into zirconacycles
The regiochemistry of carbenoid insertion into zirconacycles
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.
zirconium, zirconacycle, carbenoid, insertion reactions
metal-promoted cyclization, bond formation reaction, tandem insertion, lithium chloroallylide, zirconium chemistry, metallacycle transfer, organic-synthesis, zirconacyclopentadienes, zirconocene, complexes
2113-2129
Gordon, G. J.
f0cb2ca5-7610-44a7-81fd-53b9b11db9a3
Luker, T.
2565ab76-a12f-43e6-b1b3-895288e76004
Tuckett, M. W.
b7466e23-b871-468f-96e8-37ac60c46692
Whitby, R. J.
3b6b79e2-863d-4d31-a4f6-ebe786aabd79
7 April 2000
Gordon, G. J.
f0cb2ca5-7610-44a7-81fd-53b9b11db9a3
Luker, T.
2565ab76-a12f-43e6-b1b3-895288e76004
Tuckett, M. W.
b7466e23-b871-468f-96e8-37ac60c46692
Whitby, R. J.
3b6b79e2-863d-4d31-a4f6-ebe786aabd79
Gordon, G. J., Luker, T., Tuckett, M. W. and Whitby, R. J.
(2000)
The regiochemistry of carbenoid insertion into zirconacycles.
Tetrahedron, 56 (15), .
(doi:10.1016/S0040-4020(99)01094-7).
Abstract
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.
This record has no associated files available for download.
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
Catalogue record
Date deposited: 16 Dec 2005
Last modified: 15 Mar 2024 06:09
Export record
Altmetrics
Contributors
Author:
G. J. Gordon
Author:
T. Luker
Author:
M. W. Tuckett
Author:
R. J. Whitby
Download statistics
Downloads from ePrints over the past year. Other digital versions may also be available to download e.g. from the publisher's website.
View more statistics