Substituent Effect on the Structure and Photophysical Properties of Phenylamino- and Pyridylamino-2,1,3-Benzothiadiazoles
- Authors: Sukhikh T.S.1,2, Khisamov R.M.1,2, Bashirov D.A.1,2, Kovtunova L.M.2,3, Kuratieva N.V.1,2, Konchenko S.N.1,2
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Affiliations:
- Nikolaev Institute of Inorganic Chemistry, Siberian Branch
- Novosibirsk State University
- Boreskov Institute of Catalysis, Siberian Branch
- Issue: Vol 60, No 10 (2019)
- Pages: 1670-1680
- Section: Article
- URL: https://journals.rcsi.science/0022-4766/article/view/162209
- DOI: https://doi.org/10.1134/S0022476619100135
- ID: 162209
Cite item
Abstract
4-Bromo-7-phenylamino-2,1,3-benzothiadiazole (1) and 4-bromo-7-(3-pyridylamino)-2,1,3-benzo thiadiazole (2) are synthesized. Their crystal structure and photophysical properties are studied in comparison with the known phenylamino- and pyridylamino-derivatives of 2,1,3-benzothiadiazole. It is found that the aryl substituent and noncovalent interactions affect the absorption band positions and emission in a solid and a solution. It is shown that under the mechanical action on polycrystalline samples of compounds 1 and 2 a hypsochromic shift of the emission band occurs, which indicates the weakening of noncovalent intermolecular interactions.
About the authors
T. S. Sukhikh
Nikolaev Institute of Inorganic Chemistry, Siberian Branch; Novosibirsk State University
Author for correspondence.
Email: sukhikh@niic.nsc.ru
Russian Federation, Novosibirsk; Novosibirsk
R. M. Khisamov
Nikolaev Institute of Inorganic Chemistry, Siberian Branch; Novosibirsk State University
Email: sukhikh@niic.nsc.ru
Russian Federation, Novosibirsk; Novosibirsk
D. A. Bashirov
Nikolaev Institute of Inorganic Chemistry, Siberian Branch; Novosibirsk State University
Email: sukhikh@niic.nsc.ru
Russian Federation, Novosibirsk; Novosibirsk
L. M. Kovtunova
Novosibirsk State University; Boreskov Institute of Catalysis, Siberian Branch
Email: sukhikh@niic.nsc.ru
Russian Federation, Novosibirsk; Novosibirsk
N. V. Kuratieva
Nikolaev Institute of Inorganic Chemistry, Siberian Branch; Novosibirsk State University
Email: sukhikh@niic.nsc.ru
Russian Federation, Novosibirsk; Novosibirsk
S. N. Konchenko
Nikolaev Institute of Inorganic Chemistry, Siberian Branch; Novosibirsk State University
Email: sukhikh@niic.nsc.ru
Russian Federation, Novosibirsk; Novosibirsk
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