Isolation and characterization of [5,6]-pyrrolidino-Sc₃N@I(h)-C₈₀ diastereomers

Yutaka Maeda; Masato Kimura; Chihiro Ueda; Michio Yamada; Toru Kikuchi; Mitsuaki Suzuki; Wei-Wei Wang; Naomi Mizorogi; Nikolaos Karousis; Nikos Tagmatarchis; Tadashi Hasegawa; Marilyn M Olmstead; Alan L Balch; Shigeru Nagase; Takeshi Akasaka

doi:10.1039/c4cc04946b

Isolation and characterization of [5,6]-pyrrolidino-Sc₃N@I(h)-C₈₀ diastereomers

Chem Commun (Camb). 2014 Oct 25;50(83):12552-5. doi: 10.1039/c4cc04946b.

Authors

Yutaka Maeda¹, Masato Kimura, Chihiro Ueda, Michio Yamada, Toru Kikuchi, Mitsuaki Suzuki, Wei-Wei Wang, Naomi Mizorogi, Nikolaos Karousis, Nikos Tagmatarchis, Tadashi Hasegawa, Marilyn M Olmstead, Alan L Balch, Shigeru Nagase, Takeshi Akasaka

Affiliation

¹ Department of Chemistry, Tokyo Gakugei University, Koganei, Tokyo 184-8501, Japan. ymaeda@u-gakugei.ac.jp.

PMID: 25198920
DOI: 10.1039/c4cc04946b

Abstract

Reactions of Sc3N@I(h)-C80 with aziridine derivatives were conducted to afford the corresponding mono-adducts. A pair of diastereomers of the mono-adduct [5,6]-pyrrolidino-Sc3N@I(h)-C80 was isolated and characterized by means of mass spectrometry, vis-NIR absorption spectroscopy, and electrochemical measurements. Structural analysis of the mono-adducts was conducted by NMR and single-crystal X-ray structure determinations.