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Note | Regular issue | Vol 81, No. 3, 2010, pp.717-725
Published online, 18th January, 2010
DOI: 10.3987/COM-09-11876
A Novel Tetra(tetrathiafulvalene-Thiacrown Ether)-Substituted Porphyrazine: Synthesis, Electrochemical, and Control Aggregation in Solution by Complexation of Transition-Metal Ions

Ruibin Hou, Cuiping Jiang, and Bingzhu Yin*

*Key Laboratory of Organism Functional Factor of Changbai Mountain, Ministry of Education, Yanbian University, 977, Park Road, Yanji City, Jilin Prov. 133002, China

Abstract

Synthesis of a novel magnesium porphyrazine 6,peripherally substituted with S4 crown ether-TTF macrocycles was described. Molecular structure has been fully characterized by 1H-NMR, IR, MS, and elemental analysis. Crystal structure of the precursor was determined by X-ray crystallography. Their solution electrochemical data showed two reductive and three oxidative processes within a -1.3 V to -1.5 V potential window. UV/Vis spectroscopy and electron paramagnetic resonance (EPR) measurements revealed the formation of a charge-transfer complex between porphyrazine 6 with F4TCNQ. UV/vis spectroscopy showed that addition of the transition-metal ions led to dimerization of the porphyrazine complexes.