Synthesis and study of 2-alkoxy(2-alkylsulfanyl)-4,6-distyrylpyrimidines containing a terminal carbazole group

• Published in: Chemistry of heterocyclic compounds (New York, N.Y. 1965) Vol. 52; no. 4; pp. 257 - 261
• Main Authors: Komissarova, Ekaterina A., Lunegov, Igor V., Shklyaeva, Elena V., Abashev, Georgii G.
• Format: Journal Article
• Language: English
• Published: New York Springer US 01-04-2016; Springer
• Subjects: Chemistry; Chemistry and Materials Science; Electric properties; Oligomers; Organic Chemistry; Pharmacy; Pyrimidines; solvatochromic effect; carbazole; pyrimidine; styrylpyrimidines; thin films
• ISSN: 0009-3122; 1573-8353
• DOI: 10.1007/s10593-016-1871-1

We report the synthesis of new 4,6-distyrylpyrimidines containing an unsubstituted carbazole ring linked with the pyrimidine moiety by a flexible aliphatic seven-membered –O(CH
2
)
6
– or –S(CH
2
)
6
– bridge. The electrochemical and spectral properties of the synthesized compounds were studied; optical band gaps were calculated from the relevant UV absorption onsets and were found to be equal to 2.55 and 2.54 eV, respectively. A thin film based on the derivative with sulfur-containing bridge (–S(CH
2
)
6
–) was deposited on a conductive material and demonstrated to have a smooth surface and hole conductivity.