Introduction of Electron Donor Groups into the Azulene Structure: The Appearance of Intense Absorption and Emission in the Visible Region
Merkhatuly N. Iskanderov A. Abeuova S. Iskanderov A. Zhokizhanova S.
July 2024Multidisciplinary Digital Publishing Institute (MDPI)
Molecules
2024#29Issue 14
In this work, through the Suzuki–Miyaura cross-coupling reaction with high yields, new π-conjugated azulene compounds containing diphenylaniline groups at positions 2 and 6 of azulene were synthesized. The obtained diphenylaniline–azulenes have intensely visible-light absorbing and emitting (in the wavelength range from 400 to 600 nm) properties. It has been shown that such unique optical properties, in particular fluorescent emission in the region of blue and green photoluminescence (λem at 495 and 525 nm), which were absent in the original azulene, are the result of the electron donor effect of diphenylaniline groups, which significantly changes the electronic structure of azulene and leads to the allowed HOMO → LUMO electron transition.
absorption spectra , aniline azulenes , azulene , cross-coupling , fluorescence spectra , π-conjugated azulenes
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Department of Inorganic and Technical Chemistry, Karaganda Buketov University, Karaganda, 100028, Kazakhstan
Graduate School of Science, Astana International University, Astana, 020000, Kazakhstan
Department of Physics and Chemistry, Saken Seifullin Kazakh Agro Technical Research University, Astana, 010000, Kazakhstan
Department of Inorganic and Technical Chemistry
Graduate School of Science
Department of Physics and Chemistry
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