Optical and Electrochemical Properties of a Photosensitive Pyromellitic Diimide Derivative of Cymantrene

Photochemical properties of symmetrical pyromellitic diimide containing two cymantrenyl fragments at two nitrogen atoms were studied with IR, NMR, UV-vis, ESI-MS, and cyclic voltammetry. It was found that new unstable chelates are formed during photolysis. At the same time, the CO ligand dissociates...

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Main Authors: Elena S. Kelbysheva, Mariam G. Ezernitskaya, Rinat R. Aysin, Tatyana V. Strelkova, Alexey N. Rodionov, Lyudmila N. Telegina
Format: Article
Language:English
Published: MDPI AG 2023-10-01
Series:Molecules
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Online Access:https://www.mdpi.com/1420-3049/28/20/7098
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author Elena S. Kelbysheva
Mariam G. Ezernitskaya
Rinat R. Aysin
Tatyana V. Strelkova
Alexey N. Rodionov
Lyudmila N. Telegina
author_facet Elena S. Kelbysheva
Mariam G. Ezernitskaya
Rinat R. Aysin
Tatyana V. Strelkova
Alexey N. Rodionov
Lyudmila N. Telegina
author_sort Elena S. Kelbysheva
collection DOAJ
description Photochemical properties of symmetrical pyromellitic diimide containing two cymantrenyl fragments at two nitrogen atoms were studied with IR, NMR, UV-vis, ESI-MS, and cyclic voltammetry. It was found that new unstable chelates are formed during photolysis. At the same time, the CO ligand dissociates from two Mn(CO)<sub>3</sub> fragments during photoexcitation, which dramatically changes the electronic and redox properties of the molecule compared to the cymantrene derivative containing one imide fragment. Photolysis leads to a color change from light yellow to green. DFT calculations confirmed the possibility of the formation of complexes due to the loss of one or two CO ligands from manganese atoms. The results obtained with variation of photolysis conditions demonstrated the hemilabile character of the Mn-O=C(imide) bond. On addition of external ligands, the color and electrochemical properties changed, which is promising for the use of this complex as a sensor for small molecules.
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spelling doaj.art-af888713a9d34c06bd62b3ca02adf0232023-11-19T17:32:42ZengMDPI AGMolecules1420-30492023-10-012820709810.3390/molecules28207098Optical and Electrochemical Properties of a Photosensitive Pyromellitic Diimide Derivative of CymantreneElena S. Kelbysheva0Mariam G. Ezernitskaya1Rinat R. Aysin2Tatyana V. Strelkova3Alexey N. Rodionov4Lyudmila N. Telegina5A.N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, Vavilova 28, Moscow 119991, RussiaA.N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, Vavilova 28, Moscow 119991, RussiaA.N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, Vavilova 28, Moscow 119991, RussiaA.N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, Vavilova 28, Moscow 119991, RussiaA.N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, Vavilova 28, Moscow 119991, RussiaA.N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, Vavilova 28, Moscow 119991, RussiaPhotochemical properties of symmetrical pyromellitic diimide containing two cymantrenyl fragments at two nitrogen atoms were studied with IR, NMR, UV-vis, ESI-MS, and cyclic voltammetry. It was found that new unstable chelates are formed during photolysis. At the same time, the CO ligand dissociates from two Mn(CO)<sub>3</sub> fragments during photoexcitation, which dramatically changes the electronic and redox properties of the molecule compared to the cymantrene derivative containing one imide fragment. Photolysis leads to a color change from light yellow to green. DFT calculations confirmed the possibility of the formation of complexes due to the loss of one or two CO ligands from manganese atoms. The results obtained with variation of photolysis conditions demonstrated the hemilabile character of the Mn-O=C(imide) bond. On addition of external ligands, the color and electrochemical properties changed, which is promising for the use of this complex as a sensor for small molecules.https://www.mdpi.com/1420-3049/28/20/7098cymantrenepyromellitic diimidephotochemistryoptical propertieselectrochemistry
spellingShingle Elena S. Kelbysheva
Mariam G. Ezernitskaya
Rinat R. Aysin
Tatyana V. Strelkova
Alexey N. Rodionov
Lyudmila N. Telegina
Optical and Electrochemical Properties of a Photosensitive Pyromellitic Diimide Derivative of Cymantrene
Molecules
cymantrene
pyromellitic diimide
photochemistry
optical properties
electrochemistry
title Optical and Electrochemical Properties of a Photosensitive Pyromellitic Diimide Derivative of Cymantrene
title_full Optical and Electrochemical Properties of a Photosensitive Pyromellitic Diimide Derivative of Cymantrene
title_fullStr Optical and Electrochemical Properties of a Photosensitive Pyromellitic Diimide Derivative of Cymantrene
title_full_unstemmed Optical and Electrochemical Properties of a Photosensitive Pyromellitic Diimide Derivative of Cymantrene
title_short Optical and Electrochemical Properties of a Photosensitive Pyromellitic Diimide Derivative of Cymantrene
title_sort optical and electrochemical properties of a photosensitive pyromellitic diimide derivative of cymantrene
topic cymantrene
pyromellitic diimide
photochemistry
optical properties
electrochemistry
url https://www.mdpi.com/1420-3049/28/20/7098
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