Terminal bis-acetylenes derived from 1,2-bis(1H-tetrazol-5-yl)ethane / Ishmetova R. I.,Yachevskii D. S.,Ignatenko N. K.,Slepukhin P. A.,Efimov I. V.,Bakulev V. A.,Rusinov G. L.,Filyakova V. I.,Charushin V. N. // RUSSIAN CHEMICAL BULLETIN. - 2016. - V. 65, l. 5. - P. 1268-1271.

ISSN/EISSN:

1066-5285 / 1573-9171

Type:

Article

Abstract:

The N(1)-N(1), N(2)-N(2), and N(1)-N(2) regioisomers of 1,2-bis{[}(prop-2-yn-1-yl)-1H-tetrazol-5-yl] ethane were first synthesized by alkylation of 1,2-bis(1H-tetrazol-5-yl) ethane with propargyl bromide. The peculiarities of the crystal structure of 1,2-bis{[}1-(prop-2-yn-1-yl)-1H-tetrazol-5-yl] ethane were evaluated by X-ray diffraction analysis. This compound is readily underwent Cu-catalyzed {[}3+2] cycloaddition with p-tolyl azide, p-nitrophenyl azide, and benzyl azide to give heterocyclic assembles bearing 1,2,3-triazole and tetrazole cycles. Catalyst-free {[}3+2] cycloadditions of 1,2-bis{[}1-(prop-2-yn-1-yl)-1H-tetrazol-5-yl] ethane and the mixtures of the N(1)-N(1), N(2)-N(2), N(1)-N(2) regioisomers with poly(glycidyl azide) oligomers resulted in 1,2,3-triazole cycles and crosslinking of the polymer chains.

Author keywords:

1,2-bis(1H-tetrazol-5-yl)ethane; alkylation; propargyl bromide; terminal bis-acetylenes; 1,2-bis{[}1-(prop-2-yn-1-yl)-1H-tetrazol-5-yl]ethane; p-tolyl azide; p-nitrophenyl azide; benzyl azide; poly(gl POLYMERS; TETRAZOLES

DOI:

10.1007/s11172-016-1446-4

Web of Science ID:

ISI:000393205700016

Соавторы в МНС:

Другие поля

Поле	Значение
Month	MAY
Publisher	SPRINGER
Address	233 SPRING ST, NEW YORK, NY 10013 USA
Language	English
EISSN	1573-9171
Keywords-Plus	POLYMERS; TETRAZOLES
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Multidisciplinary
Author-Email	vasiliy.bakulev@toslab.com vif@ios.uran.ru
ResearcherID-Numbers	Efimov, Ilya/H-8741-2016
ORCID-Numbers	Efimov, Ilya/0000-0003-1123-987X
Funding-Acknowledgement	Government of the Russian Federation (Program 211) {[}02.A03.21.0006]; Ministry of Education and Science of RF {[}41626.2014/K]
Funding-Text	This work was financially supported by the Government of the Russian Federation (Program 211, Agreement No. 02.A03.21.0006) and Ministry of Education and Science of RF (State Contract 41626.2014/K).
Number-of-Cited-References	19
Usage-Count-Last-180-days	3
Usage-Count-Since-2013	4
Journal-ISO	Russ. Chem. Bull.
Doc-Delivery-Number	EJ4RY