An efficient synthetic approach towards new 5,5 `-diaryl-2,2 `-bipyridine-based fluorophores / Krinochkin Alexey P.,Kopchuk Dmitry S.,Chepchugov Nikolay V.,Kim Grigory A.,Kovalev Igor S.,Rahman Matiur,Zyryanov Grigory V.,Majee Adinath,Rusinov Vladimir L.,Chupakhin Oleg N. // CHINESE CHEMICAL LETTERS. - 2017. - V. 28, l. 5. - P. 1099-1103.

ISSN/EISSN:

1001-8417 / 1878-5964

Type:

Article

Abstract:

An efficient approach has been developed for the synthesis of 5,5'-diaryl-2,2'-bipyridines via their 1,2,4-triazine analogues. The notable advantages of the present method are: The possibility of varying the aromatic substituents in the positions 5 and 5' of bipyridine core and the possibility for obtaining 2,2'-bipyridines bearing a fused cyclopentene core to increase the solubility in organic solvents. These 5,5'diaryl-2,2'-bipyridines exhibited an intense emission in a range of ca. 422-521 nm in acetonitrile solution; depending on the nature of the aromatic substituents and the presence of annulated cyclopentene fragments. Apart from that, the significant bathochromic shifts of the both absorption and emission maxima were observed in comparison with a number of previously described similar structures. In some cases the significant increasing of the fluorescence quantum yields took place. (C) 2017 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved.

Author keywords:

2,2 `-Bipyridines; 1,2,4-Triazines; Aza-Diels-Alder reaction; Fluorescence NEUTRAL LANTHANIDE COMPLEXES; DIELS-ALDER REACTION; PHOTOPHYSICAL PROPERTIES; 1,2,4-TRIAZINE METHODOLOGY; 2,2'-BIPYRIDINE; BIPYRIDINE; RUTHENIUM(II); LUMINESCENCE; SUBSTITUTION; FLUORESCENCE

DOI:

10.1016/j.cclet.2016.12.043

Web of Science ID:

ISI:000402444600034

Соавторы в МНС:

Другие поля

Поле	Значение
Month	MAY
Publisher	ELSEVIER SCIENCE INC
Address	360 PARK AVE SOUTH, NEW YORK, NY 10010-1710 USA
Language	English
EISSN	1878-5964
Keywords-Plus	NEUTRAL LANTHANIDE COMPLEXES; DIELS-ALDER REACTION; PHOTOPHYSICAL PROPERTIES; 1,2,4-TRIAZINE METHODOLOGY; 2,2'-BIPYRIDINE; BIPYRIDINE; RUTHENIUM(II); LUMINESCENCE; SUBSTITUTION; FLUORESCENCE
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Multidisciplinary
Author-Email	dkopchuk@mail.ru
ResearcherID-Numbers	Kim, Grigory/P-3806-2017
ORCID-Numbers	Kim, Grigory/0000-0001-8814-5180
Funding-Acknowledgement	Russian Science Foundation {[}15-13-10033]
Funding-Text	This work was supported by the Russian Science Foundation (No. 15-13-10033).
Number-of-Cited-References	44
Usage-Count-Last-180-days	1
Usage-Count-Since-2013	1
Journal-ISO	Chin. Chem. Lett.
Doc-Delivery-Number	EW4AO