The impact of the molecular structure on aggregation and solid state luminescence of 2,3-diarylfumaronitriles

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The impact of the molecular structure on aggregation and solid state luminescence of 2,3-diarylfumaronitriles. / Afanasenko, Anastasiia M.; Krutin, Danil V.; Taishev, Artur E.; Novikov, Alexander S.; Chulkova, Tatiana G.; Kolesnikov, Ilya E.; Kornyakov, Ilya V.; Panikorovskii, Taras L.; Vereshchagin, Anatoly N.; Elinson, Michail N.

In: Journal of Molecular Structure, Vol. 1248, 131503, 15.01.2022.

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

BibTeX

@article{f8521f2cbc4b4073b90d8c5de9eb54f3,

title = "The impact of the molecular structure on aggregation and solid state luminescence of 2,3-diarylfumaronitriles",

abstract = "This work focuses on the substituent effect in 2,3-diarylfumaronitriles on the optical properties and intermolecular interactions in the solid state. 2,3-Diarylfumaronitriles show various luminescence behaviour in solution and in the solid state. Aggregation patterns of 2,3-diarylfumaronitriles govern their luminescent properties in the solid state. The weak intermolecular interactions N[tbnd]C···N[tbnd]C, C–H···Cl, and C–H···N[tbnd]C were detected in the X-ray structures of 2,3-diarylfumaronitriles and studied by DFT calculations at the M06–2X/6–311++G(d,p) level of theory and topological analysis of the electron density distribution within the framework of QTAIM method. The estimated strength of these non-covalent bonds is 0.8–1.3 kcal/mol. The orientation of molecules in crystals depends on the substituents in 2,3-diarylfumaronitriles. Distinct molecular orientation and packing arrangements in crystalline 2,3-diarylfumaronitriles ensured perturbed electronic communication amongst the nearest and non-nearest molecules through an interplay of excimer and dipole couplings. As a result, the intermolecular interactions govern the solid state luminescence of molecules.",

keywords = "2,3-diarylfumaronitriles, DFT studies, Fluorescence, Intermolecular interactions, X-ray diffraction, INDUCED EMISSION, COMPLEXES, 3,4-DIARYL-1H-PYRROL-2,5-DIIMINES",

author = "Afanasenko, {Anastasiia M.} and Krutin, {Danil V.} and Taishev, {Artur E.} and Novikov, {Alexander S.} and Chulkova, {Tatiana G.} and Kolesnikov, {Ilya E.} and Kornyakov, {Ilya V.} and Panikorovskii, {Taras L.} and Vereshchagin, {Anatoly N.} and Elinson, {Michail N.}",

note = "Publisher Copyright: {\textcopyright} 2021",

year = "2022",

month = jan,

day = "15",

doi = "10.1016/j.molstruc.2021.131503",

language = "English",

volume = "1248",

journal = "Journal of Molecular Structure",

issn = "0022-2860",

publisher = "Elsevier",

}

RIS

TY - JOUR

T1 - The impact of the molecular structure on aggregation and solid state luminescence of 2,3-diarylfumaronitriles

AU - Afanasenko, Anastasiia M.

AU - Krutin, Danil V.

AU - Taishev, Artur E.

AU - Novikov, Alexander S.

AU - Chulkova, Tatiana G.

AU - Kolesnikov, Ilya E.

AU - Kornyakov, Ilya V.

AU - Panikorovskii, Taras L.

AU - Vereshchagin, Anatoly N.

AU - Elinson, Michail N.

PY - 2022/1/15

Y1 - 2022/1/15

N2 - This work focuses on the substituent effect in 2,3-diarylfumaronitriles on the optical properties and intermolecular interactions in the solid state. 2,3-Diarylfumaronitriles show various luminescence behaviour in solution and in the solid state. Aggregation patterns of 2,3-diarylfumaronitriles govern their luminescent properties in the solid state. The weak intermolecular interactions N[tbnd]C···N[tbnd]C, C–H···Cl, and C–H···N[tbnd]C were detected in the X-ray structures of 2,3-diarylfumaronitriles and studied by DFT calculations at the M06–2X/6–311++G(d,p) level of theory and topological analysis of the electron density distribution within the framework of QTAIM method. The estimated strength of these non-covalent bonds is 0.8–1.3 kcal/mol. The orientation of molecules in crystals depends on the substituents in 2,3-diarylfumaronitriles. Distinct molecular orientation and packing arrangements in crystalline 2,3-diarylfumaronitriles ensured perturbed electronic communication amongst the nearest and non-nearest molecules through an interplay of excimer and dipole couplings. As a result, the intermolecular interactions govern the solid state luminescence of molecules.

AB - This work focuses on the substituent effect in 2,3-diarylfumaronitriles on the optical properties and intermolecular interactions in the solid state. 2,3-Diarylfumaronitriles show various luminescence behaviour in solution and in the solid state. Aggregation patterns of 2,3-diarylfumaronitriles govern their luminescent properties in the solid state. The weak intermolecular interactions N[tbnd]C···N[tbnd]C, C–H···Cl, and C–H···N[tbnd]C were detected in the X-ray structures of 2,3-diarylfumaronitriles and studied by DFT calculations at the M06–2X/6–311++G(d,p) level of theory and topological analysis of the electron density distribution within the framework of QTAIM method. The estimated strength of these non-covalent bonds is 0.8–1.3 kcal/mol. The orientation of molecules in crystals depends on the substituents in 2,3-diarylfumaronitriles. Distinct molecular orientation and packing arrangements in crystalline 2,3-diarylfumaronitriles ensured perturbed electronic communication amongst the nearest and non-nearest molecules through an interplay of excimer and dipole couplings. As a result, the intermolecular interactions govern the solid state luminescence of molecules.

KW - 2,3-diarylfumaronitriles

KW - DFT studies

KW - Fluorescence

KW - Intermolecular interactions

KW - X-ray diffraction

KW - INDUCED EMISSION

KW - COMPLEXES

KW - 3,4-DIARYL-1H-PYRROL-2,5-DIIMINES

UR - http://www.scopus.com/inward/record.url?scp=85115306911&partnerID=8YFLogxK

U2 - 10.1016/j.molstruc.2021.131503

DO - 10.1016/j.molstruc.2021.131503

M3 - Article

AN - SCOPUS:85115306911

VL - 1248

JO - Journal of Molecular Structure

JF - Journal of Molecular Structure

SN - 0022-2860

M1 - 131503

ER -

ID: 91649643