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

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

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. 

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  • Reference1
  • Prof. Sławomir J. Grabowski Ikerbasque, Basque Foundation for Science, Spain slawomir s.grabowski@ikerbasque.org
  • Reference2
  • Prof. Jan Czesław Dobrowolski Spectroscopy and Molecular Modeling Group Institute of Nuclear Chemistry and Technology 16, Dorodna Street, 03-195 Warsaw, Poland j.dobrowolski@nil.gov.pl
  • Reference3
  • Prof. Tapas Kar Utah State University tapas.kar@usu.edu
  • Reference4
  • Prof. Marcin Palusiak University of Lodz Faculty of Chemistry marcinp@uni.lodz.pl