title: Regioselective addition of Grignard reagents to tosylazafulleroid and derivatization to 1,2-disubstituted [60]fullerene.
abstract: Grignard reagents (RMgBr: R = Et, p-tolyl) selectively attacked the β-position of the bridgehead double bond of tosylazafulleroid through interaction of Mg with the S[double bond, length as m-dash]O group. The following [5,6] ring closure and C-N bond scission led to aryl/alkyl aminylfullerenes with 1,2-configuration. Tolyl-substituted aminylfullerene was further converted into 1,4-di(p-tolyl)fullerene on treatment in acidic toluene.
authors.affiliation: Division of Applied Chemistry, Graduate School of Engineering, Osaka University, Suita, Osaka 565-0871, Japan. ikuma@chem.eng.osaka-u.ac.jp.
authors.forename: Naohiko
authors.initials: N
authors.lastname: Ikuma
authors.forename: Koji
authors.initials: K
authors.lastname: Nakagawa
authors.forename: Ken
authors.initials: K
authors.lastname: Kokubo
authors.forename: Takumi
authors.initials: T
authors.lastname: Oshima