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Preparation of N-bridged diiron phthalocyanines bearing bulky or small electron-withdrawing substituents

Gebze Institute of Technology, Department of Chemistry, P.O. Box 141, Gebze 41400, Turkey

Institut de Recherches sur la Catalyse et l'Environnement de Lyon (IRCELYON) UMR 5256, CNRS-Université, Lyon 1, 2, av. A. Einstein, 69626 Villeurbanne Cedex, France

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Fabienne Dumoulin

Gebze Institute of Technology, Department of Chemistry, P.O. Box 141, Gebze 41400, Turkey

SPP full member in good standing.

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Vefa Ahsen

Gebze Institute of Technology, Department of Chemistry, P.O. Box 141, Gebze 41400, Turkey

TUBITAK-Marmara Research Center, Materials Institute, P.O. Box 21, Gebze 41470, Turkey

Corresponding author, fax: +90 262-605-3101.

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, and

Alexander B. Sorokin

Institut de Recherches sur la Catalyse et l'Environnement de Lyon (IRCELYON) UMR 5256, CNRS-Université, Lyon 1, 2, av. A. Einstein, 69626 Villeurbanne Cedex, France

Corresponding author, fax: +33 472-445-399.

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https://doi.org/10.1142/S1088424610002069Cited by:25 (Source: Crossref)

Abstract

The synthesis of novel μ-nitrido diiron phthalocyanine with electron-withdrawing substituents is reported: μ-nitrido tetra-methylsulfonylphthalocyanine (13), μ-nitrido tetra-ethylsulfonylphthalocyanine (14), μ-nitrido tetra-adamantylsulfonylphthalocyanine (15), μ-nitrido tetra-cyclohexylsulfonylphthalocyanine (16). These complexes were characterized by ESI-MS, UV-vis, FT-IR and EPR techniques. The state of these complexes depends on the size of the substituents. Complexes 13 and 14 bearing small methylsulfonyl and ethylsulfonyl substituents are cationic (PcFe^IVNFe^IVPc)⁺N₃^- complexes while complexes 15 and 16 with bulkier adamantylsulfonyl and cyclohexylsulfonyl substituents are formally neutral PcFe^IIINFe^IVPc complexes which can be represented as PcFe(+3.5)NFe(+3.5)Pc.

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