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Efficient Cycloisomerisation of Propargyl Amides by Electrophilic Gold(I) Complexes of KITPHOS Monophosphines: A Comparative Study

Lookup NU author(s): Dr Simon DohertyORCiD, Dr Julian Knight, Catherine Smyth, Nicholas Ward, Parimala Saminathan, Emeritus Professor Bill CleggORCiD

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Abstract

Electrophilic gold(I) complexes of diphenyl- and dicyclohexylphosphino-based KITPHOS monophosphines catalyze the 5-exo-dig cycloisomerization of a range of propargyl amides to afford the corresponding alkylidene oxazolines; in all cases catalysts formed from diphenylphosphino-substituted KITPHOS monophosphines outperformed their dicyclohexylphosphino counterparts as well as that based on triphenylphosphine, an indication that the biaryl/biaryl-like framework may be responsible for imparting high catalyst efficiency.

Publication metadata

Author(s): Doherty S, Knight JG, Hashmi ASK, Smyth CS, Ward NAB, Robson KJ, Tweedley S, Harrington RW, Clegg W

Publication type: Article

Publication status: Published

Journal: Organometallics

Year: 2010

Volume: 29

Issue: 18

Pages: 4139-4147

Print publication date: 17/08/2010

ISSN (print): 0276-7333

ISSN (electronic): 1520-6041

Publisher: American Chemical Society

URL: http://dx.doi.org/10.1021/om1006769

DOI: 10.1021/om1006769

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