Multicomponent Synthesis of 2-Arylvinyl-Substituted Fulleropyrrolidines from [60]Fullerene, Amines and Aldehydes

被引：6
|
作者：
Niu, Chuang [1 ,2 ]
Chen, Xiao-Ping [1 ,2 ]
Yin, Zheng-Chun [1 ,2 ]
Wang, Guan-Wu [1 ,2 ,3 ]
机构：
[1] Univ Sci & Technol China, Hefei Natl Lab Phys Sci Microscale, CAS Key Lab Soft Matter Chem, Hefei 230026, Anhui, Peoples R China
[2] Univ Sci & Technol China, Dept Chem, Hefei 230026, Anhui, Peoples R China
[3] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Gansu, Peoples R China
来源：
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2019年 / 2019卷 / 38期
基金：
中国国家自然科学基金;
关键词：
Aldehydes; Amines; Fullerenes; Multicomponent reactions; Synthetic methods; PHOTOINDUCED ELECTRON-TRANSFER; AZOMETHINE YLIDES; FULLERENES; C-60; ACID; FUNCTIONALIZATION; CHEMISTRY; POLYMER; DERIVATIVES; REDUCTION;
D O I：
10.1002/ejoc.201901133
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The three- and four-component reactions of [60]fullerene with triethylamine/diethylamine and aldehydes affording 2-arylvinyl-substituted fulleropyrrolidines in high stereoselectivity have been achieved. Depending on the reaction conditions, cis- and trans-fulleropyrrolidines can be stereoselectively synthesized. The thermodynamically stable cis-fulleropyrrolidines can be obtained by rearrangement of the kinetically formed trans-fulleropyrrolidines. A plausible reaction mechanism is proposed to elucidate the formation of fulleropyrrolidines.
引用
收藏
页码：6504 / 6509
页数：6
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