Full Paper

Aryl Ferrophites – A New Class of Ligands for Asymmetric Catalysis

  1. Victoria E. Albrow,
  2. Alexander J. Blake,
  3. Ross Fryatt,
  4. Claire Wilson,
  5. Simon Woodward

Article first published online: 22 MAR 2006

DOI: 10.1002/ejoc.200600071

Issue

European Journal of Organic Chemistry

European Journal of Organic Chemistry

Volume 2006, Issue 11, pages 2549–2557, June 2006

Additional Information

How to Cite

Albrow, V. E., Blake, A. J., Fryatt, R., Wilson, C. and Woodward, S. (2006), Aryl Ferrophites – A New Class of Ligands for Asymmetric Catalysis. European Journal of Organic Chemistry, 2006: 2549–2557. doi: 10.1002/ejoc.200600071

Author Information

  1. School of Chemistry, The University of Nottingham, Nottingham NG7 2RD, UK, Fax: +44-115-951-3564

Publication History

  1. Issue published online: 11 MAY 2006
  2. Article first published online: 22 MAR 2006
  3. Manuscript Received: 27 JAN 2006

SEARCH

SEARCH BY CITATION

ARTICLE TOOLS

View Full Article (HTML) Get PDF (226K)

Keywords:

  • Ferrocenyl ligands;
  • P ligands;
  • Phosphites;
  • Asymmetric catalysis

Graphical Abstract

Thumbnail image of graphical abstract

Abstract

Enantiopure lithiated 1,2-ferrocenes, [CpFe{1,2-η5-C5H3(Ar)(Li)}] (Ar = Ph, 4-CF3C6H4, 1-C10H7), react readily with PhOP(OR)2 to yield [CpFe{1,2-η5-C5H3(Ar)P(OR)2}] (R = Ph, 1,1′-biphenyl-based, 1,1′-binaphthyl-based) efficiently. Traditional routes to these species, involving the use of chlorophosphites ClP(OR)2 were found to be ineffective. These “ferrophite” ligands have been characterised by X-ray crystallography (4 examples) and shown to be effective in both nickel-catalysed addition of AlMe3 to PhCHO (up to 77 % ee) and copper(I)-catalysed additions of organoaluminium reagents to enones (up to 92 % ee). (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)

View Full Article (HTML) Get PDF (226K)