Issue 23, 2012

Structural variety of zinc and copper complexes based on a 2,3-disubstituted 1,2,3,4-tetrahydroquinazoline ligand

Abstract

The ring-chain tautomerism of 2-(3-tosyl-1,2,3,4-tetrahydroquinazolin-2-yl)quinolin-8-ol (H2Lring) has been exploited to produce mononuclear complexes or, alternatively, dinuclear complexes, as desired, by varying the stoichiometry of the ligand. Cu2+ and Zn2+ stabilise the ring tautomeric form of the ligand in their mononuclear complexes M(HLring)2. The structural characterisation of Zn(HLring)2·2MeOH·0.5H2O shows O,N-donor behaviour of the ring tautomer. The 1,2,3,4-tetrahydroquinazoline undergoes a ring-opening reaction upon formation of phenoxo-bridged dinuclear complexes M2(Lchain)2 in which the chain tautomer is acting as O,N,N,N-donor. The crystal structure of Cu2(Lamide)(Lquinazoline)(MeOH)·2MeOH evidenced the sensitivity of H2Lring to the copper-mediated aerobic oxidation, which results in two derivatives of the ligand, a quinazoline and an amide. The quinazoline ligand is acting as monoanionic and mononucleating through its O,N,N binding site, while the amide ligand behaves as a trianionic and binucleating through its O,N,N,N and O,O binding sites in Cu2(Lamide)(Lquinazoline)(MeOH)·2MeOH.

Graphical abstract: Structural variety of zinc and copper complexes based on a 2,3-disubstituted 1,2,3,4-tetrahydroquinazoline ligand

Supplementary files

Article information

Article type
Paper
Submitted
07 Mar 2012
Accepted
03 Apr 2012
First published
03 Apr 2012

Dalton Trans., 2012,41, 6998-7004

Structural variety of zinc and copper complexes based on a 2,3-disubstituted 1,2,3,4-tetrahydroquinazoline ligand

J. Sanmartín-Matalobos, C. Portela-García, L. Martínez-Rodríguez, C. González-Bello, E. Lence, A. M. García-Deibe and M. Fondo, Dalton Trans., 2012, 41, 6998 DOI: 10.1039/C2DT30550J

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