title: Regioselective electrosynthesis of rare 1,2,3,16-functionalized [60]fullerene derivatives.
abstract: Fullerene derivatives with different addition patterns exhibit different physical, chemical, and biological properties, which are important for fullerene applications. Novel and rare 1,2,3,16-functionalized [60]fullerene derivatives having a five-membered heterocycle fused to a [5,6]-junction were obtained with high regioselectivity by electrochemical derivatization of a [60]fulleroindoline. The product structures were determined by spectroscopic data and single-crystal X-ray analysis. The obtained high regioselectivity was rationalized using theoretical calculations.
authors: Hefei National Laboratory for Physical Sciences at Microscale, CAS Key Laboratory of Soft Matter Chemistry, and Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026 (P. R. China).
authors: Yang
authors: Y
authors: Xiao
authors: San-E
authors: SE
authors: Zhu
authors: Ding-Jia
authors: DJ
authors: Liu
authors: Mitsuaki
authors: M
authors: Suzuki
authors: Xing
authors: X
authors: Lu
authors: Guan-Wu
authors: GW
authors: Wang
mesh_terms: D018360:Crystallography, X-Ray; D055664:Electrochemical Techniques; D037741:Fullerenes / Q000737:chemistry*; D008968:Molecular Conformation; D017670:Sodium Compounds / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D037741:Fullerenes; D017670:Sodium Compounds; C524957:sodium hydride
keywords: electrochemistry; fullerenes; rearrangement; regioselectivity