The regiochemistry of carbenoid insertion into zirconacycles

Authors
Gordon, GJ Luker, T Tuckett, MW Whitby, RJ
Citation
Gj. Gordon et al., The regiochemistry of carbenoid insertion into zirconacycles, TETRAHEDRON, 56(15), 2000, pp. 2113-2129
Citations number
76
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
56
Issue
15
Year of publication
2000
Pages
2113 - 2129
Database
ISI
SICI code
0040-4020(20000407)56:15<2113:TROCII>2.0.ZU;2-A
Abstract
The regioselectivity of insertion of lithium chloroallylides (allyl carbeno ids) into a wide variety of unsymmetrical zirconacycles has been determined . In all but one case a single regioisomer was obtained. A combination of s teric and electronic effects is needed to explain the results and imply tha t the carbenoid is acting predominantly as an electrophilic species. The fi rst carbenoid insertion into a zirconacyclopentadiene is noted. (C) 2000 El sevier Science Ltd. All rights reserved.