Substituent Effect on the Structure and Photophysical Properties of Phenylamino- and Pyridylamino-2,1,3-Benzothiadiazoles

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Substituent Effect on the Structure and Photophysical Properties of Phenylamino- and Pyridylamino-2,1,3-Benzothiadiazoles. / Sukhikh, T. S.; Khisamov, R. M.; Bashirov, D. A. et al.

In: Journal of Structural Chemistry, Vol. 60, No. 10, 01.10.2019, p. 1670-1680.

Research output: Contribution to journal › Article › peer-review

BibTeX

@article{5b02ae664758421e8ddf4830599025ab,

title = "Substituent Effect on the Structure and Photophysical Properties of Phenylamino- and Pyridylamino-2,1,3-Benzothiadiazoles",

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.",

keywords = "2,1,3-benzothiadiazole, crystal structure, electronic absorption spectroscopy, noncovalent interactions, photoluminescence",

author = "Sukhikh, {T. S.} and Khisamov, {R. M.} and Bashirov, {D. A.} and Kovtunova, {L. M.} and Kuratieva, {N. V.} and Konchenko, {S. N.}",

year = "2019",

month = oct,

day = "1",

doi = "10.1134/S0022476619100135",

language = "English",

volume = "60",

pages = "1670--1680",

journal = "Journal of Structural Chemistry",

issn = "0022-4766",

publisher = "Springer GmbH & Co, Auslieferungs-Gesellschaf",

number = "10",

}

RIS

TY - JOUR

T1 - Substituent Effect on the Structure and Photophysical Properties of Phenylamino- and Pyridylamino-2,1,3-Benzothiadiazoles

AU - Sukhikh, T. S.

AU - Khisamov, R. M.

AU - Bashirov, D. A.

AU - Kovtunova, L. M.

AU - Kuratieva, N. V.

AU - Konchenko, S. N.

PY - 2019/10/1

Y1 - 2019/10/1

N2 - 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.

AB - 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.

KW - 2,1,3-benzothiadiazole

KW - crystal structure

KW - electronic absorption spectroscopy

KW - noncovalent interactions

KW - photoluminescence

UR - http://www.scopus.com/inward/record.url?scp=85074581708&partnerID=8YFLogxK

U2 - 10.1134/S0022476619100135

DO - 10.1134/S0022476619100135

M3 - Article

AN - SCOPUS:85074581708

VL - 60

SP - 1670

EP - 1680

JO - Journal of Structural Chemistry

JF - Journal of Structural Chemistry

SN - 0022-4766

IS - 10

ER -

ID: 22318999