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Synthesis, characterisation and electrochemistry of derivatisable novel α-tetra 7-oxycoumarin-3-carboxylate-substituted metallophthalocyanines

Author: Dur Eyup   Ozkaya Ali Rıza   Bulut Mustafa  

Publisher: Taylor & Francis Ltd

ISSN: 1061-0278

Source: Supramolecular Chemistry, Vol.23, Iss.5, 2011-05, pp. : 379-388

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Abstract

Novel α-tetra-substituted metallophthalocyanines (ZnPc (3), CoPc (4), CuPc (5) and NiPc (6)) have been synthesised by cyclotetramerisation of a novel ligand, ethyl 7-(2,3-dicyanophenoxy)coumarin-3-carboxylate, with the relevant metal acetates. In addition, two derivatives of 3, slightly water-soluble tetrakis[7-oxycoumarin-3-carboxylic acid] phthalocyaninatozinc(II) and tetrakis[7-oxo-3-(ethyl piperidine-3-carboxlate)-coumarin]phthalocyaninatozinc(II), were prepared by its reaction with HCl (37%) and heating with ethyl 3-piperidinecarboxylate, respectively. The newly prepared compounds have been characterised by FT-IR, UV-vis, MALDI-TOF mass and 1H NMR spectroscopies. The redox behaviour of 3-6 was also investigated by voltammetry and in situ spectroelectrochemistry.