title: Thermal [2+2] cycloaddition of morpholinoenamines with C60 via a single electron transfer.
abstract: The thermal reaction of C(60) with five- and six-membered morpholinocycloalkenes in refluxing toluene exclusively gave the [2+2] cycloadducts in high yields. However, a seven-membered homologue sluggishly reacted with C(60) because of the increasing steric hindrance. This cycloaddition reaction is likely to proceed via a single electron transfer (SET), a radical-coupling, and subsequent ion cyclization rather than the prior proton transfer between the radical ions.
authors.affiliation: Division of Applied Chemistry, Graduate School of Engineering, Osaka University 2-1, Yamadaoka, Suita, Osaka 565-0871, Japan.
authors.forename: Tsubasa
authors.initials: T
authors.lastname: Mikie
authors.forename: Haruyasu
authors.initials: H
authors.lastname: Asahara
authors.forename: Kazuaki
authors.initials: K
authors.lastname: Nagao
authors.forename: Naohiko
authors.initials: N
authors.lastname: Ikuma
authors.forename: Ken
authors.initials: K
authors.lastname: Kokubo
authors.forename: Takumi
authors.initials: T
authors.lastname: Oshima