Issue 45, 2016, Issue in Progress

Synthesis and catalytic applications of ruthenium(ii)–phosphino-oxime complexes

Abstract

In this work, the preparation of the first ruthenium complexes containing a phosphino-oxime ligand is presented. Thus, the reaction of cis-[RuCl2(DMSO)4] (3) with 2.4 equivalents of 2-Ph2PC6H4CH[double bond, length as m-dash]NOH (1) in refluxing THF led to the clean formation of the octahedral ruthenium(II) derivative cis,cis,trans-[RuCl22-(P,N)-2-Ph2PC6H4CH[double bond, length as m-dash]NOH}2] (5), whose structure was unambiguously confirmed by means of a single-crystal X-ray diffraction study. Complex 5 could also be synthesized from the reaction of the dimer [{RuCl(μ-Cl)(η6-p-cymene)}2] (4) with an excess of 1 in refluxing toluene. Treatment of 4 with 2 equivalents of 1, in CH2Cl2 at r.t., allowed also the preparation of the half-sandwich Ru(II) derivative [RuCl{κ2-(P,N)-2-Ph2PC6H4CH[double bond, length as m-dash]NOH}(η6-p-cymene)][PF6] (6). In addition, complexes 5 and 6 proved to be active catalysts for the rearrangement of aldoximes to primary amides, as well as for the α-alkylation/reduction of acetophenones with primary alcohols, with the former showing the best performances in both processes.

Graphical abstract: Synthesis and catalytic applications of ruthenium(ii)–phosphino-oxime complexes

Supplementary files

Article information

Article type
Paper
Submitted
16 Mar 2016
Accepted
12 Apr 2016
First published
13 Apr 2016

RSC Adv., 2016,6, 39044-39052

Author version available

Synthesis and catalytic applications of ruthenium(II)–phosphino-oxime complexes

J. Francos, L. Menéndez-Rodríguez, E. Tomás-Mendivil, P. Crochet and V. Cadierno, RSC Adv., 2016, 6, 39044 DOI: 10.1039/C6RA07015A

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