Synthesis and optical properties of π-conjucated azulenes
- Authors: Merkhatuly N.1, Iskanderov A.N1, Zhokizhanova S.K2, Kokibasova G.T1
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Affiliations:
- Academician Y.A. Buketov Karaganda University
- S. Seifullin Kazakh AgroTechnical University
- Issue: Vol 59, No 5 (2023)
- Pages: 603-608
- Section: Articles
- URL: https://modernonco.orscience.ru/0514-7492/article/view/666274
- DOI: https://doi.org/10.31857/S0514749223050063
- EDN: https://elibrary.ru/DQUMUM
- ID: 666274
Cite item
Abstract
Knoevenagel condensation of azulenyl ketones with malononitrile synthesized π-conjugated 1-mono- and 1,3-bis(phenyl-dicyanovinyl)azulenes, and 1-mono- and 1,3-biphenylazulenes were obtained by the Kumada cross-coupling ofbromazulenes with PhMgBr. The electronic spectra of dicyanovinylatedazulenes showed intense absorption bands of intramolecular charge transfer in the visible region, as well as significant bathochromic shifts of the absorption band maxima for phenylazulenes.
About the authors
N. Merkhatuly
Academician Y.A. Buketov Karaganda University
Email: merhatuly@ya.ru
A. N Iskanderov
Academician Y.A. Buketov Karaganda University
Email: merhatuly@ya.ru
S. K Zhokizhanova
S. Seifullin Kazakh AgroTechnical University
Email: merhatuly@ya.ru
G. T Kokibasova
Academician Y.A. Buketov Karaganda University
Email: merhatuly@ya.ru
References
- Dong J.-X., Zhang H.-Li. Chin. Chem. Lett. 2016, 27, 1097-1104. doi: 10.1016/j.cclet.2016.05.005
- Xin H., Ge C., Yang X., Gao H., Yang X., Gao X. Chem. Sci. 2016, 7, 6701-6705. doi: 10.1039/c6sc02504h
- Xin H., Ge C., Jiao X., Yang X., Rundel K., McNeill C.R., Gao X. Chem. Int. Ed. 2018, 57, 1322-1326. doi: 10.1002/anie.201711802
- Shi X., Sasmal A., Soule J.-F., Doucet H. Chem. Asian J. 2018, 13, 143-157. doi: 10.1002/asia.201701455
- Zani L., Dessi A., Franchi D., Calamante M., Reginato G., Mordini A. Coord. Chem. Rev. 2019, 392, 177-236. doi: 10.1016/j.ccr.2019.04.007
- Ou L., Zhou Y., Wu B., Zhu L. Chin. Chem. Lett. 2019, 30, 1903-1907. doi: 10.1016/j.cclet.2019.08.015
- Xin H., Li J., Yang X., Gao X. J. Org. Chem. 2020, 85, 70-78. doi: 10.1021/acs.joc.9b01724
- Xin H., Li J., Lu R.-Q., Gao X., Swager T.M. J. Am. Chem. Soc. 2020, 142, 13598-13605. doi: 10.1021/jacs.0c06299
- Xin H., Hou B., Gao X. Acc. Chem. Res. 2021, 54, 1737-1753. doi: 10.1021/acs.accounts.0c00893
- Lopez-Alled C.M., Park S.J., Lee D.J., Murfin L.C., Kociok-Kohn G., Hann J.L., Wenk J., James T.D., Kim H.M., Lewis S.E. Chem. Commun. 2021, 57, 10608-10611. doi: 10.1039/d1cc04122c
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