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Synthesis of Biaryl Diphosphines via a Stepwise Regioselective Double Diels-Alder Cycloaddition Elimination Sequence: Efficient Ligands for the Palladium-Catalyzed Amination of Aromatic Bromides

Lookup NU author(s): Dr Simon Doherty, Catherine Smyth, Dr Ross Harrington, Emeritus Professor Bill Clegg

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Abstract

Tropos and atropos biaryl diphosphines have been prepared in a stepwise highly regioselective double Diels-Alder cycloaddition-elimination sequence between 1,4-bis(diphenylphosphinoyl)buta-1,3-diyne and various 1,3-dienes; the unsymmetrical phosphine 2,6´-bis(diphenylphosphino)-2´-methoxy-1,1´-biphenyl prepared using this approach forms an efficient catalyst for the amination of a range of aromatic bromides, giving conversions that rival those obtained with its BIPHEP counterpart.


Publication metadata

Author(s): Doherty S, Smyth CH, Harrington RW, Clegg W

Publication type: Article

Journal: Organometallics

Year: 2009

Volume: 28

Issue: 17

Pages: 5273-5276

ISSN (print): 0276-7333

ISSN (electronic): 1520-6041

Publisher: American Chemical Society

URL: http://dx.doi.org/10.1021/om9004862

DOI: 10.1021/om9004862


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