Self-induced porphyrin dimer formation via unusual atropisomerization of tetraphenylporphyrin derivative
1995; Elsevier BV; Volume: 36; Issue: 46 Linguagem: Inglês
10.1016/0040-4039(95)01819-4
ISSN1873-3581
AutoresYasuhisa Kuroda, Ayato Kawashima, Tadashi Urai, Hisanobu Ogoshi,
Tópico(s)Molecular spectroscopy and chirality
ResumoAtropisomerization of meso-tetrakis(2-carboxy-4-nonylphenyl)porphyrin 1, in nonpolar solvents such as CHCl3 gives the αααα isomer exclusively, while the same isomerization in polar solvents such as DMSO proceeds normally. Spectroscopic investigations of 1 suggest that the porphyrin exists as a cofacial dimer in nonpolar solvents, where eight hydrogen bonds among tour pairs of carboxylic acids in 1 are formed.
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