Synthesis and characterization of a cobalt(II) tetrakis(3-fluorophenyl) porphyrin with a built-in 4-vinylphenyl surface attachment moiety

D. Khusnutdinova, M. Flores, A. M. Beiler, Gary Moore

Research output: Contribution to journalArticle

5 Scopus citations

Abstract

Metalloporphyrins serve important roles in biology and as components in emerging technological assemblies for energy conversion. In this report, we describe the synthesis and characterization of a novel cobalt(II) 5,10,15,20-tetrakis (3-fluorophenyl)porphyrin bearing a 4-vinylphenyl surface attachment group at a beta position on the macrocycle. Electrochemical measurements show the 3-fluorophenyl groups at the meso positions of the porphyrin perturb the reduction potentials of the complex to more positive values as compared to non-fluorinated analogs, thus allowing access to reduced cobalt porphyrin species at significantly less negative applied bias potentials. The complex, cobalt(II) 5,10,15,20-tetrakis(3-fluorophenyl)-2-(4-vinylphenyl)porphyrin, is abbreviated in this article as Gov-1 in honor of Govindjee for his pioneering investigations in the role of fluorine as a promoter of novel protein-substrate interactions and the inspirational role he continues to have in encouraging young investigators in the areas of natural and artificial photosynthesis.

Original languageEnglish (US)
Pages (from-to)1-8
Number of pages8
JournalPhotosynthetica
DOIs
StateAccepted/In press - Jan 15 2018

Keywords

  • artificial photosynthesis
  • fluorine
  • porphyrins
  • surface chemistry

ASJC Scopus subject areas

  • Physiology
  • Plant Science

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