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Chemistry. 2016 Mar 01;22(10):3430-3446. doi: 10.1002/chem.201504252. Epub 2016 Feb 02.

Nickel(II) meso-Hydroxyporphyrin Complexes Revisited: Palladium-Catalysed Synthesis, Electronic Structures of Derived Oxy Radicals, and Oxidative Coupling to a Dioxoporphodimethene Dyad.

Chemistry (Weinheim an der Bergstrasse, Germany)

Louisa J Esdaile, Llew Rintoul, Mean See Goh, Khalissa Merahi, Nathalie Parizel, R Mark Wellard, Sylvie Choua, Dennis P Arnold

Affiliations

  1. School of Chemistry, Physics and Mechanical Engineering, Queensland University of Technology, GPO Box 2434, Brisbane, 4001, Australia.
  2. Institut de Chimie, Université de Strasbourg, 4 rue Blaise Pascal, BP 296 R8, 67008, Strasbourg Cedex, France.
  3. School of Chemistry, Physics and Mechanical Engineering, Queensland University of Technology, GPO Box 2434, Brisbane, 4001, Australia. [email protected].

PMID: 26833709 DOI: 10.1002/chem.201504252

Abstract

We report the synthesis and characterisation of new examples of meso-hydroxynickel(II) porphyrins with 5,15-diphenyl and 10-phenyl-5,15-diphenyl/diaryl substitution. The OH group was introduced by using carbonate or hydroxide as nucleophile by using palladium/phosphine catalysis. The NiPor-OHs exist in solution in equilibrium with the corresponding oxy radicals NiPor-O

© 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Keywords: EPR spectroscopy; NMR spectroscopy; density functional calculations; porphyrinoids; radicals

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