Catalytic transformation of alcohols to carboxylic acid salts and H2 using water as the oxygen atom

Author:  ["Ekambaram Balaraman","Eugene Khaskin","Gregory Leitus","David Milstein"]

Publication:  Nature Chemistry

CITE.CC academic search helps you expand the influence of your papers.

Tags:     Chemistry

Abstract

The oxidation of alcohols to carboxylic acids is an important industrial reaction used in the synthesis of bulk and fine chemicals. Most current processes are performed by making use of either stoichiometric amounts of toxic oxidizing agents or the use of pressurized dioxygen. Here, we describe an alternative dehydrogenative pathway effected by water and base with the concomitant generation of hydrogen gas. A homogeneous ruthenium complex catalyses the transformation of primary alcohols to carboxylic acid salts at low catalyst loadings (0.2 mol%) in basic aqueous solution. A consequence of this finding could be a safer and cleaner process for the synthesis of carboxylic acids and their derivatives at both laboratory and industrial scales. The development of a catalytic, mild and atom-economical transformation of alcohols to carboxylic acid salts and hydrogen gas is described. The reaction uses water as a source of oxygen, with a homogenous Ru catalyst at low (0.2 mol%) catalyst loadings in basic aqueous solution.

Cite this article

Balaraman, E., Khaskin, E., Leitus, G. et al. Catalytic transformation of alcohols to carboxylic acid salts and H2 using water as the oxygen atom source. Nature Chem 5, 122–125 (2013). https://doi.org/10.1038/nchem.1536

View full text

>> Full Text:   Catalytic transformation of alcohols to carboxylic acid salts and H2 using water as the oxygen atom

A supramolecular approach to combining enzymatic and transition metal catalysis

A near-infrared fluorophore for live-cell super-resolution microscopy of cellular proteins