PMID: 8972633Dec 1, 1996Paper

Photochemistry and photophysical properties of novel, unsymmetrically substituted metallophthalocyanines

Photochemistry and Photobiology
D S Lawrence, D G Whitten

Abstract

A series of novel, unsymmetrically substituted metallo-phthalocyanines was synthesized, along with their symmetrically substituted analogs, and the effects of structure and metal substitution on their photophysical and photoredox properties were investigated. The macrocycles were synthesized using a mixed-condensation method followed by chromatographic separation of the resulting soluble products. They possess a catechol "active site" and three tert-butyl groups for enhanced solubility. The ground- and excited-state photophysical properties of the free-base, Zn(II) and Pd(II) macrocycles were measured and compared with their symmetrically substituted (tetra[tert-butyl]) analogs. The efficiency with which these macrocycles sensitize the formation of singlet oxygen was determined and discussed in the context of the excited-state photophysical properties. Several examples of photoinduced electron transfer reactions with one- and two-electron acceptors are demonstrated and discussed. These soluble molecules can be tuned to optimize their photochemical and redox properties by varying the central metal, axial ligands and other substituents, thereby providing a series of molecules for the investigation of photodynamic therapy and phot...Continue Reading

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Citations

Dec 4, 2013·Journal of Fluorescence·Lingamallu GiribabuRavi Kumar Kanaparthi
May 20, 2015·Physical Chemistry Chemical Physics : PCCP·Serguei ArabeiClaudine Crépin
Jun 6, 2003·Chemphyschem : a European Journal of Chemical Physics and Physical Chemistry·Mohamed E el-KhoulyFrancis D'Souza
Nov 23, 2017·Photochemistry and Photobiology·Masahiko Taniguchi, Jonathan S Lindsey
Jan 4, 2007·Chemistry : a European Journal·Sergey G MakarovDieter Wöhrle
Oct 30, 2009·Chemistry, an Asian Journal·Takamitsu FukudaNagao Kobayashi
Jul 12, 2019·Beilstein Journal of Organic Chemistry·Sebastian HamerRainer Herges
Jan 16, 2020·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Seifallah AbidChristine O Paul-Roth
Mar 14, 2012·Chemical Communications : Chem Comm·Soji ShimizuNagao Kobayashi
Jun 9, 2005·Chemical Reviews·Konrad SzaciłowskiGrazyna Stochel
Jul 24, 2018·ACS Medicinal Chemistry Letters·Thumuganti GayathriSurya Prakash Singh
Aug 30, 2021·Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy·Limin Liu, Xian-Fu Zhang
Jul 15, 2006·The Journal of Physical Chemistry. a·Tissa C GunaratneMichael A J Rodgers
Mar 28, 2007·Journal of the American Chemical Society·Yoshiaki AsanoNagao Kobayashi

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