Synthesis 2011(15): 2369-2371  
DOI: 10.1055/s-0030-1260113
PSP
© Georg Thieme Verlag Stuttgart ˙ New York

Convenient Preparation of Tri-tert-butylphosphonium Tetrafluoroborate

Tanguy Sageta,b, Nicolai Cramer*a
a Laboratory of Asymmetric Catalysis and Synthesis, Ecole Polytechnique Fédérale de Lausanne, EPFL SB ISIC LCSA, BCH 4305, 1015 Lausanne, Switzerland
Fax: +41(21)6939700; e-Mail: [email protected];
b Laboratorium für Organische Chemie, ETH Zürich, HCI H 304, Wolfgang-Pauli-Strasse 10, 8093 Zurich, Switzerland
Further Information

Publication History

Received 28 April 2011
Publication Date:
14 July 2011 (online)

Abstract

The versatile tri-tert-butylphosphonium tetrafluoroborate ligand is prepared in a convenient, simple, and high-yielding procedure without the isolation of sensitive intermediates.

    References

  • 1 Fu GC. Acc. Chem. Res.  2008,  41:  1555 
  • 2 Bartik T. Himmler T. J. Organomet. Chem.  1985,  293:  343 
  • 3 Tolman CA. Chem. Rev.  1977,  77:  313 
  • 4 Littke AF. Fu GC. Angew. Chem. Int. Ed.  2002,  41:  4176 
  • 5a Christmann U. Vilar R. Angew. Chem. Int. Ed.  2005,  44:  366 
  • 5b Hartwig JF. Angew. Chem. Int. Ed.  1998,  37:  2046 
  • 5c Galardon E. Ramdeehul S. Brown JM. Cowley A. Hii KK. Jutand A. Angew. Chem. Int. Ed.  2002,  41:  1760 
  • 5d Stambuli JP. Buehl M. Hartwig JF. J. Am. Chem. Soc.  2002,  124:  9346 
  • 5e Stambuli JP. Incarvito CD. Buehl M. Hartwig JF. J. Am. Chem. Soc.  2004,  126:  1184 
  • 5f Yamashita M. Hartwig JF. J. Am. Chem. Soc.  2004,  126:  5344 
  • 6 Netherton MR. Fu GC. Org. Lett.  2001,  3:  4295 
  • 7 Rahman MM. Liu H.-Y. Eriks K. Prock A. Giering WP. Organometallics  1989,  8: 
  • 9a See supporting information in: Stambuli JP. Stauffer SR. Shaughnessy KH. Hartwig JF. J. Am. Chem. Soc.  2001,  123:  2677 
  • 9b Maehara S, and Iwasaki H. inventors; EP  1473297.  2004
  • 10 Rampf F, and Militzer H.-C. inventors; EP  1354886.  2003
8

57 $/g from Strem Chemicals Inc on May 23, 2011.

11

Crystallographic data for tri-tert-butylphosphonium tetrafluoroborate C12H28BF4P, M = 290.13, monoclinic, space group P21/c, a = 12.3185(17) Å, b = 23.883(4) Å, c = 16.219(3) Å, β = 90.319(13), V = 4771.6(13) ų, Z = 12, D calc = 1.212 mg m- ³, T = 100 K, reflections collected: 26253, independent reflections: 6289, R(all) = 0.1017, wR(gt) = 0.3027. CCDC 822956 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data_request/cif.