Synthesis and Fluorescent Behaviour of 2-Ary1-4,5-dihydro-1H-1,2,4triazoles / Eliseeva Alexandra I.,Nesterenko Olga O.,Slepulthin Pavel A.,Benassi Enrico,Belskaya Nataliya P. // JOURNAL OF ORGANIC CHEMISTRY. - 2017. - V. 82, l. 1. - P. 86-100.

ISSN/EISSN:

0022-3263 / нет данных

Type:

Article

Abstract:

A series of new 4,5-dihydro-1H-1,2,4-triazoles was synthesized from amidrazones and acetylenedicarboxylic acid esters in the presence of pyridine in toluene. The synthesized compounds were characterized by H-1, C-13 NMR, FT-IR spectral analyses and XRD data. Optical studies revealed that most of the compounds reported here exhibited emission of blue or green yellow light upon irradiation in acetone and showed Stokes shifts in the region of 70-96 nm and quantum yields of up to 45\%. The interpretation of the experimental findings was supported by state-of-the-art quantum mechanical calculations.

Author keywords:

ONE-POT SYNTHESIS; DENSITY-FUNCTIONAL THEORY; DIMETHYL ACETYLENEDICARBOXYLATE; 1,2,4-TRIAZOLE DERIVATIVES; STABLE CARBENE; CYCLIZATION; INHIBITORS; HYDRAZONES; AGENTS; AMIDRAZONES

DOI:

10.1021/acs.joc.6b02144

Web of Science ID:

ISI:000391781900009

Соавторы в МНС:

Другие поля

Поле	Значение
Month	JAN 6
Publisher	AMER CHEMICAL SOC
Address	1155 16TH ST, NW, WASHINGTON, DC 20036 USA
Language	English
Keywords-Plus	ONE-POT SYNTHESIS; DENSITY-FUNCTIONAL THEORY; DIMETHYL ACETYLENEDICARBOXYLATE; 1,2,4-TRIAZOLE DERIVATIVES; STABLE CARBENE; CYCLIZATION; INHIBITORS; HYDRAZONES; AGENTS; AMIDRAZONES
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Organic
Author-Email	enrico.benassi@sns.it n.p.belskaya@urfu.ru
ResearcherID-Numbers	Belskaya, Nataliya/S-3953-2017
ORCID-Numbers	Belskaya, Nataliya/0000-0002-2509-7916
Funding-Acknowledgement	Government of the Russian Federation {[}02.A03.21.0006]; Italian ``Ministero per l'Universita e la Ricerca Scientifica e Tecnologica{''} {[}RBFR13PSB6]
Funding-Text	The research was supported by the Government of the Russian Federation (Act 211, contract \# 02.A03.21.0006). E.B. thanks the Italian ``Ministero per l'Universita e la Ricerca Scientifica e Tecnologica{''} for fundings {[}FIRB 2013, RBFR13PSB6].
Number-of-Cited-References	71
Usage-Count-Last-180-days	5
Usage-Count-Since-2013	11
Journal-ISO	J. Org. Chem.
Doc-Delivery-Number	EH4ZH