Issue 37, 2012

Aerobic oxidation of primary alcohols catalyzed by copper complexes of 1,10-phenanthroline-derived ligands

Abstract

Five copper complexes [(L1)2Cu(H2O)](ClO4)2 (1), [(L1)Cu(H2O)3](ClO4)2 (1a), [(L3)2Cu(H2O)](ClO4)2 (2), [(L5)2Cu(H2O)](ClO4)2 (3) and [(L6)2Cu](ClO4) (4) (where L1 = 1,10-phenanthroline, L3 = 1,10-phenanthroline-5,6-dione, L5 = 1,10-phenanthrolinefuroxan and L6 = 2,9-dimethyl-1,10-phenanthrolinefuroxan), and in situ prepared copper complexes of 2,9-dimethyl-1,10-phenanthroline (L2) or 2,9-dimethyl-1,10-phenanthrolinedione (L4) were used for aerial oxidation of primary alcohols to the corresponding aldehydes under ambient conditions. The copper catalysts have been found to catalyze a series of primary alcohols including one secondary alcohol with moderate turnover numbers and selectivity towards primary alcohols. Copper(II) complexes 1 (or 1a) and 2 were found to be the better catalysts among all other systems explored in this study. A copper(II)-superoxo species is implicated to initiate the oxidation reaction. Structural and electronic factors of 1,10-phenanthroline-based ligands affecting the catalytic results for aerial oxidation of alcohols are discussed.

Graphical abstract: Aerobic oxidation of primary alcohols catalyzed by copper complexes of 1,10-phenanthroline-derived ligands

Article information

Article type
Paper
Submitted
25 May 2012
Accepted
31 Jul 2012
First published
03 Aug 2012

Dalton Trans., 2012,41, 11476-11481

Aerobic oxidation of primary alcohols catalyzed by copper complexes of 1,10-phenanthroline-derived ligands

O. Das and T. K. Paine, Dalton Trans., 2012, 41, 11476 DOI: 10.1039/C2DT31134H

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements