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

  1. Lookup NU author(s)
  2. Dr Simon Doherty
  3. Catherine Smyth
  4. Dr Ross Harrington
  5. Emeritus Professor William Clegg
Author(s)Doherty S, Smyth CH, Harrington RW, Clegg W
Publication type Article
ISSN (print)0276-7333
ISSN (electronic)1520-6041
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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.
PublisherAmerican Chemical Society
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