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 asso-ciates 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− . 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. © 2021 by the authors. Licensee MDPI, Basel, Switzerland.

Authors
Linko R. 1 , Ryabov M. 1 , Strashnov P. 1 , Dorovatovskii P.2 , Khrustalev V. 1, 3 , Davydov V. 1
Journal
Publisher
MDPI AG
Number of issue
21
Language
English
Status
Published
Number
6391
Volume
26
Year
2021
Organizations
  • 1 Faculty of Science, Peoples’ Friendship University of Russia (RUDN University), 6 Miklukho-Maklaya Street, Moscow, 117198, Russian Federation
  • 2 Kurchatov Complex for Synchrotron and Neutron Investigations, National Research Center “Kurchatov Institute”, Moscow, 123182, Russian Federation
  • 3 N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, 119991, Russian Federation
Keywords
1,3,6-trinitro-9,10-phenanthrenequinone; Anthracene; Charge transfer complex; DFT; X-ray diffraction
Date of creation
16.12.2021
Date of change
15.02.2022
Short link
https://repository.rudn.ru/en/records/article/record/76542/
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