pH-dependent transfer hydrogenation of ketones with HCOONa as a hydrogen donor promoted by (η6-C6Me6)Ru complexes

Seiji Ogo, Tsutomu Abura, Yoshihito Watanabe

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Abstract

The paper reports on the development of a new class of water-soluble organometallic catalysts for pH-dependent transfer hydrogenation. An organometallic aqua complex [η6-C6Me6)RuII(bpy)(H2 O)]2+ (1, bpy = 2,2′-bipyridine) acts as a catalyst precursor for pH-dependent transfer hydrogenation of water-soluble and -insoluble ketones with HCOONa as a hydrogen donor in water and in biphasic media. Irrespective of the solubility of the ketones toward water, the rate of the transfer hydrogenation shows a sharp maximum around. pH 4.0 (in the case of biphasic media, the pH value of the aqueous phase is adopted). In the absence of the reducible ketones, as a function of pH, complex 1 reacts with HCOONa to provide a formato complex [(η6-C6Me6)RuII(bpy)(HCOO)] + (2) as an intermediate of β-hydrogen elimination and a hydrido complex [(η6-C6Me6)RuII(bpy)H]+ (3) as the catalyst for the transfer hydrogenation. The structures of 1(PF6)2, 2(HCOO)·HCOOH, and [(η6-C6Me6)RuII(H2O) 3]SO4·3H2O {4(SO4)·3H2O}, the starting material for the synthesis of 1, were unequivocally determined by X-ray analysis.

Original languageEnglish
Pages (from-to)2964-2969
Number of pages6
JournalOrganometallics
Volume21
Issue number14
DOIs
Publication statusPublished - Jul 8 2002
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

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