Low-Symmetry Phthalocyanines Bearing Carboxy-Groups: Synthesis, Spectroscopic and Quantum-Chemical Characterization

Dmitry A Bunin; Nobuhle Ndebele; Alexander G Martynov; John Mack; Yulia G Gorbunova; Tebello Nyokong

doi:10.3390/molecules27020524

Low-Symmetry Phthalocyanines Bearing Carboxy-Groups: Synthesis, Spectroscopic and Quantum-Chemical Characterization

Molecules. 2022 Jan 14;27(2):524. doi: 10.3390/molecules27020524.

Authors

Dmitry A Bunin¹, Nobuhle Ndebele², Alexander G Martynov¹, John Mack², Yulia G Gorbunova^{1

3}, Tebello Nyokong²

Affiliations

¹ A. N. Frumkin Institute of Physical Chemistry and Electrochemistry, Russian Academy of Sciences, Leninsky pr., 31, Building 4, 119071 Moscow, Russia.
² Institute for Nanotechnology Innovation, Department of Chemistry, Rhodes University, Makhanda 6140, South Africa.
³ N. S. Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences, Leninsky pr., 31, 119991 Moscow, Russia.

Abstract

The synthesis and characterization of A₃B-type phthalocyanines, ZnPc1-4, bearing bulky 2,6-diisopropylphenoxy-groups or chlorine atoms on isoindoline units "A" and either one or two carboxylic anchors on isoindoline unit "B" are reported. A comparison of molecular modelling with the conventional time dependent-density functional theory (TD-DFT) approach and its simplified sTD-DFT approximation provides further evidence that the latter method accurately reproduces the key trends in the spectral properties, providing colossal savings in computer time for quite large molecules. This demonstrates that it is a valuable tool for guiding the rational design of new phthalocyanines for practical applications.

Keywords: MCD spectroscopy; TD-DFT; UV-vis spectroscopy; phthalocyanine.

Abstract

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