Dithienoquinazolines - A Convenient Synthesis by the Oxidative Photocyclization of 4,5-Dithienyl-Substituted Pyrimidines and Their Photophysical Properties / Verbitskiy Egor V.,Slepukhin Pavel A.,Valova Marina S.,Cheprakova Ekaterina M.,Schepochkin Akesandr V.,Rusinov Gennady L.,Charushin Valery N. // EUROPEAN JOURNAL OF ORGANIC CHEMISTRY. - 2014. - V. , l. 36. - P. 8133-8141.

ISSN/EISSN:
1434-193X / 1099-0690
Type:
Article
Abstract:
A convenient synthetic route to novel thienoacene systems bearing a fused pyrimidine ring has been advanced. The commercially available 5-bromopyrimidine was used as the starting material to obtain various dithienoquinazoline systems through nucleophilic aromatic substitution of hydrogen (the SNH reaction), Suzuki cross-coupling, and oxidative photocyclization. The redox and optical properties of some of the new compounds have been investigated. The data obtained show the potential of dithienoquinazoline systems in organic electronic applications.
Author keywords:
Photocyclization; Nucleophilic substitution; UV/Vis spectroscopy; Luminescence; Nitrogen heterocycles; Fused ring systems THIENOACENE SEMICONDUCTORS; ORGANIC SEMICONDUCTORS; CRYSTAL-STRUCTURES; DERIVATIVES; POLYMERS; RINGS
DOI:
10.1002/ejoc.201403212
Web of Science ID:
ISI:000346161500019
Соавторы в МНС:
Другие поля
Поле Значение
Month DEC
Publisher WILEY-V C H VERLAG GMBH
Address BOSCHSTRASSE 12, D-69469 WEINHEIM, GERMANY
Language English
EISSN 1099-0690
Keywords-Plus THIENOACENE SEMICONDUCTORS; ORGANIC SEMICONDUCTORS; CRYSTAL-STRUCTURES; DERIVATIVES; POLYMERS; RINGS
Research-Areas Chemistry
Web-of-Science-Categories Chemistry, Organic
Author-Email Verbitsky@ios.uran.ru
Funding-Acknowledgement Ural Branch of the Russian Academy of Sciences {[}12-P-3-1014, 12-P-3-1030, 12-T-3-1025, 12-T-3-1031]; Russian Foundation for Basic Research {[}13-03-96049-r\_ural\_a, 13-03-12434-ofi\_m2, 13-03-90606-Arm\_a, 14-03-01017-A, 14-03-00479-A, 14-03-31040-mol\_a]; Council of Grants of the President of the Russian Federation (Program of State Support for Leading Scientific Schools of the Russian Federation and Young Scientists) {[}MK-3939.2014.3]
Funding-Text This work was supported by the Ural Branch of the Russian Academy of Sciences (grant numbers 12-P-3-1014, 12-P-3-1030, 12-T-3-1025, and 12-T-3-1031), the Russian Foundation for Basic Research (research project numbers 13-03-96049-r\_ural\_a, 13-03-12434-ofi\_m2, 13-03-90606-Arm\_a, 14-03-01017-A, 14-03-00479-A, and 14-03-31040-mol\_a), and the Council of Grants of the President of the Russian Federation (Program of State Support for Leading Scientific Schools of the Russian Federation and Young Scientists, grant number MK-3939.2014.3). The authors thank Dr. Marina G. Pervova for performing GC-MS analyses.
Number-of-Cited-References 29
Usage-Count-Since-2013 11
Journal-ISO Eur. J. Org. Chem.
Doc-Delivery-Number AW3BW