C-H Bond Activation by Water on a Palladium or Platinum Metal Surface

Seijiro Matsubara; Keisuke Asano; Yuichi Kajita; Mitsuru Yamamoto

doi:10.1055/s-2007-983738

SPECIALTOPIC

C-H Bond Activation by Water on a Palladium or Platinum Metal Surface

Seijiro Matsubara*, Keisuke Asano, Yuichi Kajita, Mitsuru Yamamoto
Department of Material Chemistry, Graduate School of Engineering, Kyoto University, Kyoudai-katsura, Kyoto 606-8501, Japan
Fax: +81(75)3832461; e-Mail: matsubar@orgrxn.mbox.media.kyoto-u.ac.jp;

Abstract

All articles of this category

Abstract

A water molecule is partially cleaved on a palladium or platinum metal surface under hydrothermal conditions to form an active platinum species. The species is effective for C-H bond functionalization which can be applied for H/D-exchange reactions, C-C bond-forming reactions, and C-N bond-forming reactions.

Key words

platinum - deuterium - carbazole - water - hydrothermal - hydrogenation

Full Text

References

<A NAME="RC02907SS-1A">1a</A> Kakiuchi F. Murai S. Acc. Chem. Res. 2002, 35: 826

<A NAME="RC02907SS-1B">1b</A> Shilov E. Shul’pin GB. Chem. Rev. 1997, 97: 2879

<A NAME="RC02907SS-1C">1c</A> Ritleng V. Sirlin C. Pfeffer M. Chem. Rev. 2002, 102: 1731

<A NAME="RC02907SS-2">2</A> Hartwig JF. Lawrence JD. In Handbook of C-H Transformations Dyker G. Wiley-VCH; Weinheim: 2005. p.605-615

<A NAME="RC02907SS-3">3</A> Jia C. Kitamura T. Fujiwara Y. Acc. Chem. Res. 2001, 34: 633

<A NAME="RC02907SS-4">4</A> Matsubara S. Yokota Y. Oshima K. Chem. Lett. 2004, 33: 294

<A NAME="RC02907SS-5A">5a</A> Akiya N. Savage PE. Chem. Rev. 2002, 102: 2725

<A NAME="RC02907SS-5B">5b</A> Savage PE. Chem. Rev. 1999, 99: 603

<A NAME="RC02907SS-6">6</A> Thiel PA. Madey TE. Surf. Sci. Rep. 1987, 7: 211

<A NAME="RC02907SS-7">7</A> Matsubara S. Oshima K. J. Synth. Org. Chem., Jpn. 2005, 63: 154

<A NAME="RC02907SS-8">8</A> Jazzar RFR. Bhatia PH. Mahon MF. Whittlesey MK. Organometallics 2003, 22: 670

<A NAME="RC02907SS-9A">9a</A> Golden JT. Andersen RA. Bergman RG. J. Am. Chem. Soc. 2001, 123: 5837

<A NAME="RC02907SS-9B">9b</A> Lenges CP. Brookhart M. Grant BE. J. Organomet. Chem. 1997, 528: 199

<A NAME="RC02907SS-9C">9c</A> Anet FAL. Jacques NSt. J. Am. Chem. Soc. 1966, 88: 2585

<A NAME="RC02907SS-9D">9d</A> Garnett JL. Hodges RJ. J. Am. Chem. Soc. 1967, 89: 4545

<A NAME="RC02907SS-9E">9e</A> Atkinson JG. Luke MO. Stuart RS. Can. J. Chem. 1967, 45: 1511

<A NAME="RC02907SS-9F">9f</A> Desponds O. Schlosser M. Tetrahedron Lett. 1996, 37: 47

<A NAME="RC02907SS-9G">9g</A> Shilov AE. Steinman AA. Coord. Chem. Rev. 1977, 24: 97

<A NAME="RC02907SS-9H">9h</A> Golden JT. Andersen RA. Bergman RG. J. Am. Chem. Soc. 2001, 123: 5837

<A NAME="RC02907SS-9I">9i</A> Hardacre C. Holbrey JD. McMath SEJ. Chem. Commun. 2001, 367

<A NAME="RC02907SS-9J">9j</A> Jones JR. Lockley WJS. Lu S.-Y. Thompson SP. Tetrahedron Lett. 2001, 42: 331

<A NAME="RC02907SS-9K">9k</A> Matsubara S. Yokota Y. Oshima K. Org. Lett. 2004, 6: 2071

<A NAME="RC02907SS-9L">9l</A> Sajiki H. Aoki F. Esaki H. Maegawa T. Horita K. Org. Lett. 2004, 6: 1485

<A NAME="RC02907SS-10">10</A> Yamamoto M. Yokota Y. Oshima K. Matsubara S. Chem. Commun. 2004, 1714

<A NAME="RC02907SS-11">11</A> Yamamoto M. Oshima K. Matsubara S. Heterocycles 2006, 67: 353

<A NAME="RC02907SS-12">12</A> Yamamoto M. Matsubara S. Chem. Lett. 2007, 36: 172