Fullerenyl azide: synthesis and reactivity

被引：7
|
作者：
Jiang, Zhongping [1 ]
Xiao, Zuo [1 ]
Zhang, Gaihong [1 ]
Gan, Liangbing [1 ,2 ]
Wang, Dian [1 ]
Zhang, Wenxiong [1 ]
机构：
[1] Peking Univ, Coll Chem & Mol Engn, Beijing Natl Lab Mol Sci, Minist Educ,Key Lab Bioorgan Chem & Mol Engn, Beijing 100871, Peoples R China
[2] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
来源：
TETRAHEDRON LETTERS | 2010年 / 51卷 / 02期
关键词：
1,3-DIPOLAR CYCLOADDITION; CLICK CHEMISTRY; DERIVATIVES; ALKYNE;
D O I：
10.1016/j.tetlet.2009.11.032
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Trimethylsilyl azide adds to the carbonyl carbon in a cage-opened fullerene derivative to form the first fullerenyl azide compoung. The fullerene-bound azido group exhibits some unusual reactivity compared with that exhibited by other organic azido compounds. Heating the azidofullerene at 100 degrees C only led to the cleavage of peroxo groups in the compound, whereas the azido group remained unchanged. Triphenylphosphine reacted with the azido group to form isolable iminophosphorane, which could not be hydrolyzed under normal acidic and basic conditions. (C) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码：415 / 417
页数：3
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