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

被引：10
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
收藏
页码：3493 / 3498
页数：6
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