Photocontrollable Modulation of Frontier Molecular Orbital Energy Levels of Cyclopentenone-Based Diarylethenes

Photocontrollable Modulation of Frontier Molecular Orbital Energy Levels of Cyclopentenone-Based Diarylethenes Full article

Journal

Journal of Physical Chemistry A
ISSN: 1089-5639 , E-ISSN: 1520-5215

Output data

Year: 2021, Volume: 125, Number: 17, Pages: 3681-3688 Pages count : 8 DOI: 10.1021/acs.jpca.1c01836

Authors

Lvov Andrey G ^1,2 , Herder Martin ³ , Grubert Lutz ³ , Hecht Stefan ^4,3,5 , Shirinian Valerii Z ⁶

Affiliations

1	A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, 1 Favorsky Street, Irkutsk 664033, Russian Federation
2	Irkutsk National Research Technical University, 83, Lermontov Street, Irkutsk 664074, Russian Federation
3	Department of Chemistry and IRIS Adlershof, Humboldt-Universität zu Berlin, Brook-Taylor-Str. 2, 12489 Berlin, Germany
4	DWI—Leibniz Institute for Interactive Materials, Forckenbeckstr. 50, 52074 Aachen, Germany
5	Institute of Technical and Macromolecular Chemistry, RWTH Aachen University, Worringer Weg 2, 52074 Aachen, Germany
6	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47, Leninsky prosp, 119991 Moscow, Russian Federation

Photoswitchable diarylethenes provide a unique opportunity to optically modulate frontier molecular orbital energy levels, thereby opening an avenue for the design of electronic devices such as photocontrollable organic field-effect transistors (OFETs). In the present work, the absolute position of the frontier orbital levels of nonsymmetrical diarylethenes based on a cyclopentenone bridge has been studied using cyclic voltammetry and density functional theory (DFT) calculations. It has been shown that varying heteroaromatic substituents make it possible to change the absolute positions of the highest occupied molecular orbital (HOMO) and the lowest unoccupied molecular orbital (LUMO) of both diarylethene photoisomers. The data obtained are used to refine the operation mechanism of the previously developed OFET devices, employing the cyclopentenone-derived diarylethenes at the dielectric/semiconductor interface.

Lvov A.G. , Herder M. , Grubert L. , Hecht S. , Shirinian V.Z.
Photocontrollable Modulation of Frontier Molecular Orbital Energy Levels of Cyclopentenone-Based Diarylethenes
Journal of Physical Chemistry A. 2021. V.125. N17. P.3681-3688. DOI: 10.1021/acs.jpca.1c01836 WOS Scopus OpenAlex

Web of science:	WOS:000648873600016
Scopus:	2-s2.0-85106085531
OpenAlex:	W3156504303

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OpenAlex	5
Scopus	5
Web of science	4