1992•Chemistry LettersRequires access

A New Picket-Fence Porphyrin Precursor. Synthesis and Atropisomerism of Free Base and Zinc Complex of meso-Tetra(o-methoxycarbonylphenyl)porphyrin

Tsutomu Fujimoto, Hideki Umekawa, Norikazu Nishino

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Abstract

Abstract A new “picket-fence” porphyrin precursor with carboxy terminal groups has been prepared. Four atropisomers of meso-tetra(o-methoxycarbonylphenyl)porphyrin have been separated by chromatography. The conformational stability of the αααα-isomer was examined to the prolonged heating for both free base and zinc complex. The usefulness of meso-tetra(o-carbonylphenyl)porphyrin appeared to be not at all inferior to well-known meso-tetra(o-aminophenyl)porphyrin.

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Abstract A new “picket-fence” porphyrin precursor with carboxy terminal groups has been prepared. Four atropisomers of meso-tetra(o-methoxycarbonylphenyl)porphyrin have been separated by chromatography. The conformational stability of the αααα-isomer was examined to the prolonged heating for both free base and zinc complex. The usefulness of meso-tetra(o-carbonylphenyl)porphyrin appeared to be not at all inferior to well-known meso-tetra(o-aminophenyl)porphyrin.

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Available abstract

Abstract A new “picket-fence” porphyrin precursor with carboxy terminal groups has been prepared. Four atropisomers of meso-tetra(o-methoxycarbonylphenyl)porphyrin have been separated by chromatography. The conformational stability of the αααα-isomer was examined to the prolonged heating for both free base and zinc complex. The usefulness of meso-tetra(o-carbonylphenyl)porphyrin appeared to be not at all inferior to well-known meso-tetra(o-aminophenyl)porphyrin.

Key concepts: Porphyrin, Chemistry, Atropisomer, Free base, Tetra, Zinc, Polymer chemistry, Stereochemistry

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