Unexpected Formation of Pyrazoline-Fused Metallofullerenes from the Multicomponent Cascade Reaction of Sc3N@Ih-C80 with Tetrazines, Water, and Oxygen

被引：9

作者：

Niu, Chuang ^{[1
,2
]}

Liu, Zhan ^{[1
,2
]}

Chen, Muqing ^{[1
,2
,4
]}

Yang, Shangfeng ^{[1
,2
]}

Wang, Guan-Wu ^{[1
,2
,3
]}

机构：

[1] Univ Sci & Technol China, Hefei Natl Lab Phys Sci Microscale, 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

[4] Dongguan Univ Technol, Sch Environm & Civil Engn, Dongguan 523808, Guangdong, Peoples R China

来源：

ORGANIC LETTERS | 2022年 / 24卷 / 19期

基金：

中国国家自然科学基金;

关键词：

ENDOHEDRAL METALLOFULLERENES; ELECTROCHEMICAL PROPERTIES; SC3N-AT-C-80; DERIVATIVES; FULLERENES; FACILE; SC;

D O I：

10.1021/acs.orglett.2c01097

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The multicomponent cascade reaction of Sc3N@I-h-C-80 with 3,6-di(pyridin-2-yl)-1,2,4,5-tetrazines, water, and oxygen unexpectedly affords the pyrazoline-fused Sc3N@I-h-C-80 derivatives. The obtained endohedral metallofullerene derivatives have been characterized by various spectral means, and their structures have been unambiguously established by single-crystal X-ray crystallography. A possible reaction mechanism via a complicated sequence of Diels-Alder reaction, retro Diels-Alder reaction, hydration, rearrangement, and dehydrogenation processes is proposed for the formation of pyrazoline-fused metallofullerenes.

引用

页码：3493 / 3498

页数：6

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