Highly Regioselective Synthesis of Bis-Aziridinofullerene with Sulfilimine (pages 416–423)
Mitsunori Okada, Dr. Tsukasa Nakahodo, Dr. Midori O. Ishitsuka, Dr. Hidefumi Nikawa, Dr. Takahiro Tsuchiya, Prof. Dr. Takeshi Akasaka, Dr. Tetsuo Fujie, Prof. Dr. Toshiaki Yoshimura, Dr. Zdenek Slanina and Prof. Dr. Shigeru Nagase
Article first published online: 16 AUG 2010 | DOI: 10.1002/asia.201000244
In the ring: The Michael-type cycloaddition of C60 with (S,S)-diphenylsulfilimines (see scheme) was carried out to regioselectively afford bis- and tris-aziridinated fullerenes. The aziridination occurred exclusively at the same six-membered ring on C60 to give a sole isomer. Their structures were determined by spectroscopic and single-crystal X-ray analyses.