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Recent advances in chemistry of phthalocyanines, bearing electron-withdrawing halogen, nitro and N-substituted imide functional groups, prospects for their practical application

Abstract

Overview on approaches to the synthesis of phthalocyanines, bearing electron-withdrawing halogen-, nitro- and N-substituted imide functional groups in different positions of the phthalocyanine macrocycle is presented. Some approaches to corresponding substituted phthalonitriles are also covered. Review includes unusual techniques of synthesis of phthalocyanines, like a microwave assisted approaches, synthesis in the medium of ionic liquids and method of synthesis in mild conditions based on double-addition of oximes. Synthesis, optical and magnetic peculiarities of surprizingly stable anionic forms of double-decker phthalocyanine complexes with electron-withdrawing substituents was highlighted. Various application areas for phthalocyanines with electron-withdrawing functional groups (optical limiters, gas sensors, organic thin-film transistors, memory elements, single-molecule magnets, application in medicinal chemistry), as well as preparation of hybrid nanoparticles coated by phthalocyanine shell are covered.

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Publication details

The article was received on 05 Apr 2019, accepted on 15 May 2019 and first published on 15 May 2019


Article type: Perspective
DOI: 10.1039/C9NJ01755K
New J. Chem., 2019, Accepted Manuscript

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    Recent advances in chemistry of phthalocyanines, bearing electron-withdrawing halogen, nitro and N-substituted imide functional groups, prospects for their practical application

    E. Kuzmina, T. Dubinina and L. G. Tomilova, New J. Chem., 2019, Accepted Manuscript , DOI: 10.1039/C9NJ01755K

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