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Synthesis of Arylvinyl‐Substituted Fulleropyrrolidines: Novel Reaction of [60]Fullerene with Cinnamaldehydes and Amines
Author(s) -
Ma Wan,
Zhang Duo,
Wang HuiJuan,
Li FaBao,
Liu Li,
Liu XuFeng,
Liu ChaoYang,
Asiri Abdullah M.,
Alamry Khalid A.
Publication year - 2019
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201900643
Subject(s) - chemistry , fullerene , stereoselectivity , alkyl , aryl , primary (astronomy) , organic chemistry , combinatorial chemistry , catalysis , physics , astronomy
A simple one‐step reaction of [60]fullerene with cinnamaldehydes and primary/secondary amines without the addition of any inorganic salts afforded rare arylvinyl‐substituted fulleropyrrolidines in moderate to good yields with high stereoselectivity. Secondary amines produced N ‐alkyl‐2/5‐arylvinyl fulleropyrrolidines with a preference of trans isomers as major products, while primary amines exclusively gave 2‐aryl‐5‐arylvinyl fulleropyrrolidines as cis isomers. A plausible formation mechanism for fulleropyrrolidines was proposed to elucidate the above reaction process.