Direct conversion of alcohols to acetals and H(2) catalyzed by an acridine-based ruthenium pincer complex

J Am Chem Soc. 2009 Mar 11;131(9):3146-7. doi: 10.1021/ja808893g.

Abstract

The crystallographically characterized ruthenium complex RuHCl(A-(i)Pr-PNP)(CO) (1) [A-(i)Pr-PNP = 4,5-bis-(diisopropylphosphinomethyl)acridine], which bears a nonplanar acridine moiety, catalyzes in a neutral medium the transformation of primary alcohols to the corresponding acetals with the liberation of H(2). In the presence of base, complex 1 catalyzes the dehydrogenative coupling of alcohols to form esters. Acetal formation may involve hemiacetal dehydration to form an enol ether followed by alcohol addition to the double bond.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetals / chemical synthesis*
  • Acetals / chemistry
  • Acridines / chemistry*
  • Alcohols / chemistry*
  • Catalysis
  • Crystallography, X-Ray
  • Hydrogen / chemistry*
  • Models, Molecular
  • Molecular Structure
  • Organometallic Compounds / chemistry*
  • Ruthenium / chemistry*

Substances

  • Acetals
  • Acridines
  • Alcohols
  • Organometallic Compounds
  • Ruthenium
  • Hydrogen