Charge Transfer Complexes of 1,3,6-Trinitro-9,10-phenanthrenequinone with Polycyclic Aromatic Compounds

Understanding the interactions of organic donor and acceptor molecules in binary associates is crucial for design and control of their functions. Herein, we carried out a theoretical study on the properties of charge transfer complexes of 1,3,6-trinitro-9,10-phenanthrenequinone (PQ) with 23 aromatic...

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Autores principales:	Roman Linko, Michael Ryabov, Pavel Strashnov, Pavel Dorovatovskii, Victor Khrustalev, Victor Davydov
Formato:	article
Lenguaje:	EN
Publicado:	MDPI AG 2021
Materias:	charge transfer complex DFT X-ray diffraction 1,3,6-trinitro-9,10-phenanthrenequinone anthracene Organic chemistry QD241-441
Acceso en línea:	https://doaj.org/article/ad2b7afe039e479abf51ce3626e05faf
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spelling	oai:doaj.org-article:ad2b7afe039e479abf51ce3626e05faf2021-11-11T18:24:58ZCharge Transfer Complexes of 1,3,6-Trinitro-9,10-phenanthrenequinone with Polycyclic Aromatic Compounds10.3390/molecules262163911420-3049https://doaj.org/article/ad2b7afe039e479abf51ce3626e05faf2021-10-01T00:00:00Zhttps://www.mdpi.com/1420-3049/26/21/6391https://doaj.org/toc/1420-3049Understanding the interactions of organic donor and acceptor molecules in binary associates is crucial for design and control of their functions. Herein, we carried out a theoretical study on the properties of charge transfer complexes of 1,3,6-trinitro-9,10-phenanthrenequinone (PQ) with 23 aromatic π-electron donors. Density functional theory (DFT) was employed to obtain geometries, frontier orbital energy levels and amounts of charge transfer in the ground and first excited states. For the most effective donors, namely, dibenzotetrathiafulvalene, pentacene, tetrathiafulvalene, 5,10-dimethylphenazine, and tetramethyl-p-phenylenediamine, the amount of charge transfer in the ground state was shown to be 0.134−0.240 e<sup>−</sup>. Further, a novel charge transfer complex of PQ with anthracene was isolated in crystalline form and its molecular and crystal structure elucidated by single-crystal synchrotron X-ray diffraction.Roman LinkoMichael RyabovPavel StrashnovPavel DorovatovskiiVictor KhrustalevVictor DavydovMDPI AGarticlecharge transfer complexDFTX-ray diffraction1,3,6-trinitro-9,10-phenanthrenequinoneanthraceneOrganic chemistryQD241-441ENMolecules, Vol 26, Iss 6391, p 6391 (2021)
institution	DOAJ
collection	DOAJ
language	EN
topic	charge transfer complex DFT X-ray diffraction 1,3,6-trinitro-9,10-phenanthrenequinone anthracene Organic chemistry QD241-441
spellingShingle	charge transfer complex DFT X-ray diffraction 1,3,6-trinitro-9,10-phenanthrenequinone anthracene Organic chemistry QD241-441 Roman Linko Michael Ryabov Pavel Strashnov Pavel Dorovatovskii Victor Khrustalev Victor Davydov Charge Transfer Complexes of 1,3,6-Trinitro-9,10-phenanthrenequinone with Polycyclic Aromatic Compounds
description	Understanding the interactions of organic donor and acceptor molecules in binary associates is crucial for design and control of their functions. Herein, we carried out a theoretical study on the properties of charge transfer complexes of 1,3,6-trinitro-9,10-phenanthrenequinone (PQ) with 23 aromatic π-electron donors. Density functional theory (DFT) was employed to obtain geometries, frontier orbital energy levels and amounts of charge transfer in the ground and first excited states. For the most effective donors, namely, dibenzotetrathiafulvalene, pentacene, tetrathiafulvalene, 5,10-dimethylphenazine, and tetramethyl-p-phenylenediamine, the amount of charge transfer in the ground state was shown to be 0.134−0.240 e<sup>−</sup>. Further, a novel charge transfer complex of PQ with anthracene was isolated in crystalline form and its molecular and crystal structure elucidated by single-crystal synchrotron X-ray diffraction.
format	article
author	Roman Linko Michael Ryabov Pavel Strashnov Pavel Dorovatovskii Victor Khrustalev Victor Davydov
author_facet	Roman Linko Michael Ryabov Pavel Strashnov Pavel Dorovatovskii Victor Khrustalev Victor Davydov
author_sort	Roman Linko
title	Charge Transfer Complexes of 1,3,6-Trinitro-9,10-phenanthrenequinone with Polycyclic Aromatic Compounds
title_short	Charge Transfer Complexes of 1,3,6-Trinitro-9,10-phenanthrenequinone with Polycyclic Aromatic Compounds
title_full	Charge Transfer Complexes of 1,3,6-Trinitro-9,10-phenanthrenequinone with Polycyclic Aromatic Compounds
title_fullStr	Charge Transfer Complexes of 1,3,6-Trinitro-9,10-phenanthrenequinone with Polycyclic Aromatic Compounds
title_full_unstemmed	Charge Transfer Complexes of 1,3,6-Trinitro-9,10-phenanthrenequinone with Polycyclic Aromatic Compounds
title_sort	charge transfer complexes of 1,3,6-trinitro-9,10-phenanthrenequinone with polycyclic aromatic compounds
publisher	MDPI AG
publishDate	2021
url	https://doaj.org/article/ad2b7afe039e479abf51ce3626e05faf
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Charge Transfer Complexes of 1,3,6-Trinitro-9,10-phenanthrenequinone with Polycyclic Aromatic Compounds

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