Tandem insertion of halocarbenoids and lithium acetylides into zirconacycles: A novel rearrangement to zirconium alkenylidenates by β-addition to an alkynyl zirconocene
Stec, Jozef, Thomas, Emma, Dixon, Sally and Whitby, Richard J. (2011) Tandem insertion of halocarbenoids and lithium acetylides into zirconacycles: A novel rearrangement to zirconium alkenylidenates by β-addition to an alkynyl zirconocene. Chemistry - A European Journal, (17), 4896-4904. (doi:10.1002/chem.201002962).
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Tandem insertion of 1,1-dihalo-1-lithio species (halocarbenoids) and lithium alkynides into zirconacyclopentenes and zirconcyclopentanes affords carbocyclic products in high yields via an unusual rearrangement which probably involves addition of an organolithium species to the β-position of a zirconium-alkyne complex to give an alkenylidene-zirconate species. A wide variety of cyclopentanoid organic structures are rapidly assembled in good yield using this multi-component coupling. The main side reaction, which becomes exclusive in some cases, is β-hydride elimination of an intermediate cyclopentyl- or cyclopentenyl-zirconocene.
|Keywords:||carbenoids, carbocycles, metallacycles, rearrangement, zirconium|
|Subjects:||Q Science > QD Chemistry|
|Divisions:||University Structure - Pre August 2011 > School of Chemistry
|Date Deposited:||24 Mar 2011 15:42|
|Last Modified:||25 Apr 2012 13:01|
|Contributors:||Stec, Jozef (Author)
Thomas, Emma (Author)
Dixon, Sally (Author)
Whitby, Richard J. (Author)
|RDF:||RDF+N-Triples, RDF+N3, RDF+XML, Browse.|
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