Synthesis and transformations of cyanomethyl-1,2,4,5-tetrazines / Tolshchina S. G.,Ishmetova R. I.,Ignatenko N. K.,Korotina A. V.,Slepukhin P. A.,Rusinov G. L.,Charushin V. N. // CHEMISTRY OF HETEROCYCLIC COMPOUNDS. - 2013. - V. 49, l. 4. - P. 604-617.

ISSN/EISSN:

0009-3122 / 1573-8353

Type:

Article

Abstract:

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.

Author keywords:

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; TETRAZINES; 3,6-BIS(3,5-DIMETHYL-4-R-PYRAZOL-1-YL)-1,2,4,5-TETRAZINES; 1,2,4,5-TETRAZINES

DOI:

10.1007/s10593-013-1288-z

Web of Science ID:

ISI:000322133800012

Соавторы в МНС:

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Другие поля

Поле	Значение
Month	JUL
Publisher	SPRINGER
Address	233 SPRING ST, NEW YORK, NY 10013 USA
Language	English
EISSN	1573-8353
Keywords-Plus	TETRAZINES; 3,6-BIS(3,5-DIMETHYL-4-R-PYRAZOL-1-YL)-1,2,4,5-TETRAZINES; 1,2,4,5-TETRAZINES
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Organic
Author-Email	tolschina@ios.uran.ru
Funding-Acknowledgement	Russian Foundation for Basic Research {[}11-03-00545-a]; Russian Academy of Sciences Programs {[}12-P-3-1030, 12-P-3-1020, 12-T-3-1025]; Grants Council of the President of the Russian Federation {[}NSh-5505.2012.3]
Funding-Text	This work was carried out with the financial support of the Russian Foundation for Basic Research (project 11-03-00545-a), Russian Academy of Sciences Programs (projects 12-P-3-1030, 12-P-3-1020, 12-T-3-1025), as well as the Grants Council of the President of the Russian Federation (grant No. NSh-5505.2012.3).
Number-of-Cited-References	18
Usage-Count-Last-180-days	2
Usage-Count-Since-2013	15
Journal-ISO	Chem. Heterocycl. Compds.
Doc-Delivery-Number	187QN