Proton NMR studies of reduced porphyrin compounds
作者:
Yaacov Harel,
Joost Manassen,
期刊:
Organic Magnetic Resonance
(WILEY Available online 1981)
卷期:
Volume 15,
issue 1
页码: 1-6
ISSN:0030-4921
年代: 1981
DOI:10.1002/mrc.1270150102
出版商: John Wiley&Sons Limited
数据来源: WILEY
摘要:
AbstractDetailed1H NMR studies ofmstetraphenylchlorins (H2TPC), new amino‐ and hydroxypyrroline substitutedmstetraphenylchlorins andmstetraphenylisobacteriochlorins (H2TPisoB) are presented and discussed. The results obtained are consistent with the general aspects of the ring current models as applied to the parent porphyrins. According to proton chemical shifts a gradual reduction in the magnitude of the ring current is observed in the ordermstetraphenylporphyrin (H2TPP)>H2TPC>mstetraphenylbacteriochlorin (H2TPB)>H2TPisoB. The1H NMR spectra show chemical non‐equivalence of the pyrroline ring protons due to adjacent substituents, and effects of steric constraints on the aminoalkyl substituents due to the close vicinity to themesophenyl rings. The non‐equivalence of the methylene protons of the pyrroline ring produces geminal coupling between the two methylene protons and vicinal coupling with the adjacent pyrroline proton, more pronounced in H2TPCOH and in . Restricted configuration of the methylene groups in the ethyl groups of H2TPCC(H)(CH3)N(CH2CH3)2produces observable geminal coupling between the methylene protons.1H NMR reveals the difference between two types ofmesophenyls in the chlorins, and three types ofmesophenyls in isobacteriochlorins, as reflected in the chemical shifts of theo‐phe
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