Iron-Catalyzed Oxidation of Thioethers by Iodosylarenes: Stereoselectivity and Reaction Mechanism Научная публикация
| Журнал |
Chemistry - A European Journal
ISSN: 0947-6539 , E-ISSN: 1521-3765 |
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| Вых. Данные | Год: 2007, Том: 13, Номер: 28, Страницы: 8045-8050 Страниц : 6 DOI: 10.1002/chem.200700566 | ||
| Ключевые слова | Asymmetric, Catalysis, Iron, Oxidation, Reaction mechanisms, Sulfoxides | ||
| Авторы |
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| Организации |
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Информация о финансировании (1)
| 1 | Российский фонд фундаментальных исследований | 06-03-32214 |
Реферат:
Catalytic properties of a series of iron(III)–salen (salen=N,N′-bis(salicylidene)ethylenediamine dianion) and related complexes in asymmetric sulfoxidation reactions, with iodosylarenes as terminal oxidants, have been explored. These catalysts have been found to efficiently catalyze oxidation of alkyl aryl sulfides to sulfoxides with high chemoselectivity (up to 100 %) and moderate-to-high enantioselectivity (up to 84 % with isopropylthiobenzene and iodosylmesitylene), the TON (TON=turnover number) approaching 500. The influence of the ligand (electronic and steric effects of the substituents), oxidant, and substrate structures on the oxidation stereoselectivity has been investigated systematically. The structure of the reactive intermediates (complexes of the type [FeIII(ArIO)(salen)] and the reaction mechanism have been revealed by both mechanistic studies with different iodosylarenes and direct in situ 1H NMR observation of the formation of the reactive species and its reaction with the substrate.
Библиографическая ссылка:
Bryliakov K.P.
, Talsi E.P.
Iron-Catalyzed Oxidation of Thioethers by Iodosylarenes: Stereoselectivity and Reaction Mechanism
Chemistry - A European Journal. 2007. V.13. N28. P.8045-8050. DOI: 10.1002/chem.200700566 WOS Scopus РИНЦ CAPlusCA PMID OpenAlex
Iron-Catalyzed Oxidation of Thioethers by Iodosylarenes: Stereoselectivity and Reaction Mechanism
Chemistry - A European Journal. 2007. V.13. N28. P.8045-8050. DOI: 10.1002/chem.200700566 WOS Scopus РИНЦ CAPlusCA PMID OpenAlex
Даты:
| Поступила в редакцию: | 12 апр. 2007 г. |
| Опубликована online: | 4 июл. 2007 г. |
| Опубликована в печати: | 28 сент. 2007 г. |
Идентификаторы БД:
| Web of science: | WOS:000250032300023 |
| Scopus: | 2-s2.0-35048854604 |
| РИНЦ: | 13542096 |
| Chemical Abstracts: | 2007:1179670 |
| Chemical Abstracts (print): | 148:33459 |
| PMID (PubMed): | 17611952 |
| OpenAlex: | W2151456957 |