Synthesis and characterization of quinone-substituted octaalkyl porphyrin monomers and dimers

Journal Article · Wed Dec 05 04:00:00 EST 1990 · Journal of the American Chemical Society; (United States)

DOI:https://doi.org/10.1021/ja00181a038· OSTI ID:5954121

Sessler, J L; Johnson, M R; Creager, S E ^[1]; Fettinger, J C; Ibers, J A ^[2]

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1. Univ. of Texas, Austin (United States)
2. Northwestern Univ., Evanston, IL (United States)

The synthesis and characterization of a variety of selectively metalated quinone-substituted zinc-containing octaalkyl porphyrin dimers, designed to mimic certain key electronic and structural aspects of the photosynthetic reaction centers of Rhodopseudomonas viridis and Rhodobacter sphaeroides, and appropriate control monomers and dimers are described. These new compounds have been characterized by {sup 1}H NMR, {sup 13}C NMR, UV-visible spectroscopy, mass spectrometry, and microanalysis. Electrochemical data are also given for representative dimers and monomers and X-ray structural information is provided for a 1,3-phenyl-linked and a 1,4-phenyl-linked functionalized copper-containing dimer and for a quinone-substituted metal-free monomer.

• OSTI ID: 5954121
• Journal Information: Journal of the American Chemical Society; (United States), Journal Name: Journal of the American Chemical Society; (United States) Vol. 112:25; ISSN 0002-7863; ISSN JACSA
• Country of Publication: United States
• Language: English

Related Subjects

14 SOLAR ENERGY
140505 -- Solar Energy Conversion-- Photochemical
Photobiological
& Thermochemical Conversion-- (1980-)
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400201* -- Chemical & Physicochemical Properties
ALDEHYDES
AROMATICS
AZOLES
BENZOQUINONES
BOND ANGLE
BOND LENGTHS
CARBOXYLIC ACIDS
CHEMICAL PREPARATION
CHEMICAL PROPERTIES
CHEMICAL REACTION KINETICS
CHEMICAL REACTIONS
CHLORINE COMPOUNDS
COENZYMES
COHERENT SCATTERING
COMPLEXES
COPPER COMPLEXES
DIFFRACTION
DIMENSIONS
DIMERS
ELECTRON TRANSFER
HALOGEN COMPOUNDS
HETEROCYCLIC ACIDS
HETEROCYCLIC COMPOUNDS
HYDROGEN COMPOUNDS
INORGANIC ACIDS
KINETICS
LENGTH
MASS SPECTRA
MICROANALYSIS
MOLECULAR STRUCTURE
MONOMERS
NMR SPECTRA
ORGANIC ACIDS
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
PERCHLORIC ACID
PHOTOCHEMICAL REACTIONS
PHOTOSYNTHESIS
PORPHYRINS
PYRROLES
QUINONES
REACTION KINETICS
SCATTERING
SPECTRA
SYNTHESIS
TRANSITION ELEMENT COMPLEXES
UBIQUINONE
ULTRAVIOLET SPECTRA
VOLTAMETRY
X-RAY DIFFRACTION
ZINC COMPLEXES