title: Bromination-mediated regioselective preparation of cyclopentadienyl-type [60]fullerene derivatives with alkoxy, peroxy, and bromo or hydro addends.
abstract: Bromine reacts with the 1,2-bisadduct C(60)(OOtBu)(2) efficiently to form the cyclopentadienyl-type compound 4 (C(60)(OOtBu)(2)Br(4)). In the presence of AgClO(4), the four bromine atoms can be replaced regioselectively by methoxyl groups in a stepwise fashion to form C(60)(OOtBu)(2)Br(4-x)(OMe)(x). A second alcohol may be introduced by treating partially methoxylated compound 6 (C(60)(OOtBu)(2)Br(2)(OMe)(2)) with ROH/AgClO(4). Other related reactions have been investigated to explore the reactivity patterns. The structure of compound 6 was confirmed by single crystal X-ray analysis.
authors.affiliation: Beijing National Laboratory for Molecular Sciences, Key Laboratory of Bioorganic Chemistry and Molecular Engineering of the Ministry of Education, College of Chemistry and Molecular Engineering, Peking University, Beijing 100871, China.
authors.forename: Jianxin
authors.initials: J
authors.lastname: Zhang
authors.forename: Nana
authors.initials: N
authors.lastname: Xin
authors.forename: Liangbing
authors.initials: L
authors.lastname: Gan