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Controllable Direction of Porphyrin Derivatives in Two Cyclodextrin Cavities
Author(s) -
Horiguchi Banri,
Nakaya Toshimi,
Ueda Masafumi,
Sugikawa Kouta,
Mizuta Tsutomu,
Haino Takeharu,
Kawata Naomi,
Ikeda Atsushi
Publication year - 2018
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201800433
Subject(s) - porphyrin , chemistry , steric effects , cyclodextrin , molecule , stereochemistry , photochemistry , organic chemistry
Porphyrin–trimethyl‐β‐cyclodextrin (TMe‐β‐CDx) complexes have pseudorotaxane structures in which two meso ‐phenyl and/or ‐pyridyl moieties penetrate the upper rim of two TMe‐β‐CDx molecules. Porphyrin derivatives with one to three pyridyl moieties at meso positions formed complexes with TMe‐β‐CDx in which the penetration of the upper rim of the two TMe‐β‐CDxs by the pyridyl moieties was minimized. In contrast, in TMe‐β‐CDx complexes formed with porphyrin derivatives bearing two 2‐methoxyphenyl moieties and two pyridyl moieties, the pyridyl moieties penetrate the upper rim of the two molecules because steric hindrance prevents penetration by the 2‐methoxyphenyl moieties.