TTF-Annulated phenanthroline and unexpected oxidative cleavage of the C=C bond in its ruthenium(II) complex

Lawrence K Keniley Jr; Lipika Ray; Kirill Kovnir; Logan A Dellinger; Jordan M Hoyt; Michael Shatruk

doi:10.1021/ic902230f

TTF-Annulated phenanthroline and unexpected oxidative cleavage of the C=C bond in its ruthenium(II) complex

Inorg Chem. 2010 Feb 15;49(4):1307-9. doi: 10.1021/ic902230f.

Authors

Lawrence K Keniley Jr¹, Lipika Ray, Kirill Kovnir, Logan A Dellinger, Jordan M Hoyt, Michael Shatruk

Affiliation

¹ Department of Chemistry and Biochemistry, Florida State University, Tallahassee, Florida 32306, USA.

PMID: 20088500
DOI: 10.1021/ic902230f

Abstract

Tetrathiafulvalene (TTF) and 1,10-phenanthroline have been fused together via a simple and efficient synthetic procedure that provides a new bidentate ligand, 4',5'-ethylenedithiotetrathiafulvenyl[4,5-f][1,10]phenanthroline (EDT-TTF-phen, 1). Its ruthenium(II) complex exhibits a unique packing of TTF subunits in the solid state. In an acetonitrile solution, [Ru(bpy)(2)(1)](PF(6))(2) undergoes facile oxidative cleavage of the C=C double bond, which cannot be observed in the dark or under anaerobic conditions. This points to the photocatalytic role played by the ruthenium(II) chromophore in this conversion.