Electrochemical Reduction of 1H-Thioxanthene-1,4,9-trione and 3-Methyl-1H-thioxanthene-1,4,9-trione Representatives of a New Class of Heterocycles Related to Thioxanthenone Научная публикация
| Журнал |
European Journal of Organic Chemistry
ISSN: 1434-193X , E-ISSN: 1099-0690 |
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| Вых. Данные | Год: 2023, Том: 26, Номер: 33, Страницы: 1 Страниц : 1 DOI: 10.1002/ejoc.202300459 | ||
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| Организации |
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Информация о финансировании (1)
| 1 | Российский Научный Фонд | 22-13-00108 |
Реферат:
A convenientsyntheticroutewas proposedfor the synthesisof3-methyl-1H-thioxanthene-1,4,9-trione.This compoundand its3-H congenerare representativesof a newclassof thioxan-thone-likeheterocycles,whichcan be usedas buildingblocksfor materialsusedin organicelectronics.Electrochemicalreduction(ECR)of 1H-thioxanthene-1,4,9-trioneand its 3-methylderivativein DMFand acetonitrileis a three-stageprocessleadingto the formationof the correspondinglong-livedradicalanionsand unstabledianionsat the first and secondstages,respectively.In a protolyticequilibrium,dianionsare convertedinto 1-oxy-4-hydroxy-1H-thioxanthene-9-oneanions.Theirone-electronreversibleECR leadsto the correspondingradicaldianions,followedby the formationof (3-methyl/H)-1,4-dihy-droxy-1H-thioxantene-9-onesas the finalproducts.The lattercompoundscan be convertedinto the initial(3-methyl/H)-1H-thioxanthene-1,4,9-triones.The mainintermediateswerechar-acterizedusinga combinationof cyclicvoltammetry,EPRspectroscopy,3D spectroelectrochemistry,and DFT calculationsat the (U)B3LYP/6-31+G*/PCMlevelof theory.A generalECRschemewas proposedfor both typesof compounds.
Библиографическая ссылка:
Odintsov D.S.
, Os'kina I.A.
, Irtegova I.G.
, Shundrin L.A.
Electrochemical Reduction of 1H-Thioxanthene-1,4,9-trione and 3-Methyl-1H-thioxanthene-1,4,9-trione Representatives of a New Class of Heterocycles Related to Thioxanthenone
European Journal of Organic Chemistry. 2023. V.26. N33. P.1. DOI: 10.1002/ejoc.202300459 WOS РИНЦ OpenAlex
Electrochemical Reduction of 1H-Thioxanthene-1,4,9-trione and 3-Methyl-1H-thioxanthene-1,4,9-trione Representatives of a New Class of Heterocycles Related to Thioxanthenone
European Journal of Organic Chemistry. 2023. V.26. N33. P.1. DOI: 10.1002/ejoc.202300459 WOS РИНЦ OpenAlex
Даты:
| Поступила в редакцию: | 12 мая 2023 г. |
| Принята к публикации: | 5 июл. 2023 г. |
| Опубликована в печати: | 6 июл. 2023 г. |
| Опубликована online: | 31 июл. 2023 г. |
Идентификаторы БД:
| Web of science: | WOS:001037557500001 |
| РИНЦ: | 62766059 |
| OpenAlex: | W4383375896 |
Цитирование в БД:
| БД | Цитирований |
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| Web of science | 1 |