Synthesis and transformations of cyanomethyl-1,2,4,5-tetrazines

被引:6
|
作者
Tolshchina, S. G. [1 ]
Ishmetova, R. I. [1 ]
Ignatenko, N. K. [1 ]
Korotina, A. V. [1 ]
Slepukhin, P. A. [1 ]
Rusinov, G. L. [1 ]
Charushin, V. N. [1 ]
机构
[1] Russian Acad Sci, Ural Branch, I Ya Postovskii Inst Organ Synth, Ekaterinburg 620041, Russia
基金
俄罗斯基础研究基金会;
关键词
CH acids; cyanomethyltetrazine anions; ethyl cyanoacetate; 3,6-dihetaryl-1,2,4,5-tetrazines; 1,3-indanedione; malonodinitrile; pyrrolo[1,2-b][1,2,4,5]tetrazines; tetrazine coordination compounds; nucleophilic substitution; TETRAZINES; 3,6-BIS(3,5-DIMETHYL-4-R-PYRAZOL-1-YL)-1,2,4,5-TETRAZINES; 1,2,4,5-TETRAZINES;
D O I
10.1007/s10593-013-1288-z
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Derivatives of s-tetrazine containing malonodinitrile, ethyl cyanoacetate, and 1,3-indanedione fragments were synthesized by the nucleophilic substitution of heterocyclic groups in 3,6-diazolyl-1,2,4,5-tetrazines. Coordination compounds of the cyanomethyltetrazine anion with Cu+, Mn2+, and the tetrathiafulvalene radical cation were obtained, and their structures were determined. A transformation of cyanomethyltetrazines to pyrrolo[1,2-b][1, 2, 4, 5]tetrazines catalyzed by metal cations was discovered.
引用
收藏
页码:604 / 617
页数:14
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