Aromaticity and planarity of zinc phthalocyanine (ZnPc) characterized by splitting of NICS(1) index

Year 2018, Volume: 2 Issue: 1, 23 - 30, 15.06.2018

Teobald Kupka , łukasz Gajda Małgorzata Broda

Abstract

We report on the use of NICS(1) index of aromaticity on both sides
of zinc phthalocyanine ring subunits in the gas phase, and water solution
(modelled by polarized continuum model PCM) to characterise the global/local
planarity of the molecule. Density functional theory (DFT) combined with
selected Pople-type basis sets was suitable to differentiate the local
aromaticity of three different ring subunits on both sides of the molecule and
the calculated NICS(1) and NICS(-1) indexes of aromaticity significantly
differed in case of nonplanar ZnPc molecule in polar environment (water) with
comparison to a flat molecule in the gas phase. 

Keywords

Zinc phthalocyanine, ZnPc, Planarity, DFT, NICS(1), NICS(-1)

References

• Reference1
• Prof. Sławomir J. Grabowski Ikerbasque, Basque Foundation for Science, Spain slawomir [e-mail]
• Reference2
• Prof. Jan Czesław Dobrowolski Spectroscopy and Molecular Modeling Group Institute of Nuclear Chemistry and Technology 16, Dorodna Street, 03-195 Warsaw, Poland [e-mail]
• Reference3
• Prof. Tapas Kar Utah State University [e-mail]
• Reference4
• Prof. Marcin Palusiak University of Lodz Faculty of Chemistry [e-mail]