Electronic structures of zinc and palladium tetraazaporphyrin derivatives controlled by fused benzo rings

Chemistry : a European Journal
Hideya MiwaNagao Kobayashi

Abstract

Zinc and palladium tetracyclic aromatic complexes lying structurally between tetraazaporphyrin (TAP) and phthalocyanine (Pc), that is, monobenzo-, adjacently dibenzo-, oppositely dibenzo-, and tribenzo-fused TAPs, have been prepared, and their electronic structures investigated by electronic absorption, magnetic circular dichroism (MCD), fluorescence, phosphorescence, and time-resolved electron paramagnetic resonance (TREPR) spectroscopy, as well as cyclic voltammetry. The last-named indicated that the first oxidation potentials shift to more negative values with increasing number of the fused benzo rings, but also suggested that the first reduction potential apparently has no correlation with the size and symmetry of the pi-conjugated systems. However, this latter behavior is reasonably interpreted by the finding that the effect of the fused benzo rings on destabilization of the LUMO depends on the orbital to which they are fused (i.e., whether it is an egx or egy orbital), since the LUMOs of TAP complexes are degenerate with D4h symmetry. The energy splitting of the LUMOs, that is, DeltaLUMO, was evaluated experimentally for the first time by analyzing the relationship between the first reduction potential and the size and sh...Continue Reading

References

Jun 30, 2001·The Journal of Organic Chemistry·S LeeB M Hoffman
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Feb 19, 2002·Chemical Reviews·Fernando Fernández-LázaroMichael Hanack
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Citations

Aug 21, 2015·The Journal of Physical Chemistry. a·Tumpa SadhukhanSambhu N Datta
Jan 9, 2008·Journal of Inorganic Biochemistry·Katsunori NakaiNagao Kobayashi
Nov 7, 2018·Physical Chemistry Chemical Physics : PCCP·Prashanth K PoddutooriArt van der Est
Nov 15, 2018·Physical Chemistry Chemical Physics : PCCP·Michael AdamsIan A Howard
Oct 11, 2007·Chemical Communications : Chem Comm·Nagao Kobayashi, Katsunori Nakai
Mar 19, 2014·Chemistry : a European Journal·Soji ShimizuNagao Kobayashi
Apr 18, 2014·Dalton Transactions : an International Journal of Inorganic Chemistry·Lijuan YuXingguo Li
Jun 21, 2013·Chemistry : a European Journal·Tomohiro HigashinoTomás Torres
Oct 14, 2014·Dalton Transactions : an International Journal of Inorganic Chemistry·Yanyan Mulyana, Kazuyuki Ishii
Aug 30, 2008·Dalton Transactions : an International Journal of Inorganic Chemistry·Takamitsu Fukuda, Nagao Kobayashi
Dec 24, 2010·Chemical Reviews·John Mack, Nagao Kobayashi
Dec 14, 2011·Journal of the American Chemical Society·Atsuya MuranakaMasanobu Uchiyama

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