Selective acceptorless conversion of primary alcohols to acetals and dihydrogen catalyzed by the ruthenium(II) complex Ru(PPh 3) 2(NCCH 3) 2(SO 4)

Elizaveta Kossoy, Yael Diskin-Posner, Gregory Leitus, David Milstein

Research output: Contribution to journalArticle

37 Citations (Scopus)

Abstract

The complex bis(acetonitrile)bis(triphenylphosphine)ruthenium(II) sulfate [Ru(PPh 3) 2(NCCH 3) 2(SO 4)], fully characterized spectroscopically and by a single crystal X-ray study, catalyzes at 110 °C the direct transformation of primary alcohols to the corresponding acetals with liberation of molecular hydrogen. The formation of acetals proceeds via direct substitution of the hydroxy group of the hemiacetal intermediate by an alcohol molecule. The closely related bis(triphenylphosphine) ruthenium(II) acetate [Ru(PPh 3) 2(OAc) 2] catalyzes the conversion of primary alcohols to the corresponding esters rather than acetals.

Original languageEnglish
Pages (from-to)497-504
Number of pages8
JournalAdvanced Synthesis and Catalysis
Volume354
Issue number2-3
DOIs
Publication statusPublished - Feb 2012

Fingerprint

Acetals
Ruthenium
Alcohols
Acetonitrile
Sulfates
Hydrogen
Esters
Acetates
Substitution reactions
Single crystals
X rays
Molecules
triphenylphosphine

Keywords

  • alcohols
  • dehydrogenation
  • homogeneous catalysis
  • ruthenium
  • transition metals

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

Cite this

Selective acceptorless conversion of primary alcohols to acetals and dihydrogen catalyzed by the ruthenium(II) complex Ru(PPh 3) 2(NCCH 3) 2(SO 4). / Kossoy, Elizaveta; Diskin-Posner, Yael; Leitus, Gregory; Milstein, David.

In: Advanced Synthesis and Catalysis, Vol. 354, No. 2-3, 02.2012, p. 497-504.

Research output: Contribution to journalArticle

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