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Iron-phosphine, -phosphite, -arsine and –carbene catalysts for the coupling of primary and secondary alkyl halides with aryl Grignard reagents

Iron-phosphine, -phosphite, -arsine and –carbene catalysts for the coupling of primary and secondary alkyl halides with aryl Grignard reagents
Iron-phosphine, -phosphite, -arsine and –carbene catalysts for the coupling of primary and secondary alkyl halides with aryl Grignard reagents
Simple catalysts formed in situ from iron chloride and a wide range of monodentate and bidentate phosphines and arsines have been screened in the coupling of alkyl halides bearing â-hydrogens with aryl Grignard reagents. The best of these show excellent activity, as do catalysts formed in situ with monodentate trialkyl and triaryl phosphite ligands. N-heterocyclic carbene-based precatalysts, either preformed or made in situ, also show excellent performance.
0022-3263
1104-1110
Bedford, Robin B.
42532c45-cb80-48cd-9e93-8c2d5059eabe
Betham, Michael
0cd66656-1b0f-40b4-8dc7-a7b3121257f6
Bruce, Duncan W.
1796c2a0-111d-4c01-bf59-8407cdba8d57
Danopoulos, Andreas A.
4919c13e-ebe4-4456-b329-c806c8e22236
Frost, Robert M.
fcce38bd-c584-443d-a6eb-bda4c97d5ee3
Hird, Michael
ebdc2325-8261-4f2b-b740-23a8de83cf17
Bedford, Robin B.
42532c45-cb80-48cd-9e93-8c2d5059eabe
Betham, Michael
0cd66656-1b0f-40b4-8dc7-a7b3121257f6
Bruce, Duncan W.
1796c2a0-111d-4c01-bf59-8407cdba8d57
Danopoulos, Andreas A.
4919c13e-ebe4-4456-b329-c806c8e22236
Frost, Robert M.
fcce38bd-c584-443d-a6eb-bda4c97d5ee3
Hird, Michael
ebdc2325-8261-4f2b-b740-23a8de83cf17

Bedford, Robin B., Betham, Michael, Bruce, Duncan W., Danopoulos, Andreas A., Frost, Robert M. and Hird, Michael (2006) Iron-phosphine, -phosphite, -arsine and –carbene catalysts for the coupling of primary and secondary alkyl halides with aryl Grignard reagents. Journal of Organic Chemistry, 71 (3), 1104-1110. (doi:10.1021/jo052250+).

Record type: Article

Abstract

Simple catalysts formed in situ from iron chloride and a wide range of monodentate and bidentate phosphines and arsines have been screened in the coupling of alkyl halides bearing â-hydrogens with aryl Grignard reagents. The best of these show excellent activity, as do catalysts formed in situ with monodentate trialkyl and triaryl phosphite ligands. N-heterocyclic carbene-based precatalysts, either preformed or made in situ, also show excellent performance.

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Published date: 2006

Identifiers

Local EPrints ID: 43815
URI: http://eprints.soton.ac.uk/id/eprint/43815
ISSN: 0022-3263
PURE UUID: 5653e1db-f8ac-4f1b-9168-377b2c804767

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Date deposited: 31 Jan 2007
Last modified: 13 Mar 2019 21:08

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