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NMR evidence for planar chirality in natural porphyrins
Author(s) -
Gaudemer A.,
Gaudemer F.,
Merienne C.
Publication year - 1983
Publication title -
organic magnetic resonance
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0030-4921
DOI - 10.1002/omr.1270210203
Subject(s) - porphyrin , chirality (physics) , ligand (biochemistry) , ring (chemistry) , chemistry , proton nmr , planar , proton , stereochemistry , crystallography , nuclear magnetic resonance , photochemistry , physics , chiral symmetry , organic chemistry , quantum mechanics , biochemistry , receptor , computer graphics (images) , computer science , nambu–jona lasinio model , quark
The 1 H NMR spectra of several six‐coordinate cobalt(III) porphyrins of general formula L 2 Co(DPDME)CI, where DPDME=deuteroporphyrin dimethyl ester and L is an optically active ligand, have been measured at 250 or 400 MHz. In a few cases, two signals of equal intensity are observed for the L ligand protons. This magnetic non‐equivalence, which never exceeds 0.04 ppm, is thought to arise from the planar chirality of the porphyrin ring, which makes a proton in the ligand L above the porphyrin ring and the corresponding proton below this ring diastereotopic.