title: Highly selective and high-yielding rotaxane synthesis via aminolysis of prerotaxanes consisting of a ring component and a stopper unit.
abstract: A highly rotaxane-selective synthesis via aminolysis of prerotaxanes, which were composed of a phenolic pseudo-crown ether as a ring component and a bulky stopper unit, was developed. The best result was obtained in the case of aminolysis of 3b with 3,5-dimethylbenzylamine which proceeded quantitatively with ca. 100% rotaxane selectivity forming the corresponding rotaxane 5b. The rotaxanes were formed by kinetically controlled attack of the amine from the backside of the ring component of the prerotaxanes.
authors.affiliation: Division of Frontier Materials Science, Graduate School of Engineering Science, Osaka University, 1-3 Machikaneyama, Toyonaka, Osaka 563-8531, Japan. hirose@chem.es.osaka-u.ac.jp
authors.forename: Keiji
authors.initials: K
authors.lastname: Hirose
authors.forename: Keiji
authors.initials: K
authors.lastname: Nishihara
authors.forename: Naoki
authors.initials: N
authors.lastname: Harada
authors.forename: Yamato
authors.initials: Y
authors.lastname: Nakamura
authors.forename: Daisuke
authors.initials: D
authors.lastname: Masuda
authors.forename: Masami
authors.initials: M
authors.lastname: Araki
authors.forename: Yoshito
authors.initials: Y
authors.lastname: Tobe