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

页码：6504 / 6509

页数：6

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