Titanium–Salan-Catalyzed Asymmetric Sulfoxidations with H2O2: Design of More Versatile Catalysts Full article
| Journal |
Applied Organometallic Chemistry
ISSN: 0268-2605 , E-ISSN: 1099-0739 |
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| Output data | Year: 2013, Volume: 27, Number: 4, Pages: 239-244 Pages count : 6 DOI: 10.1002/aoc.2968 | ||
| Tags | asymmetric catalysis, hydrogen peroxide, mechanism, oxidation, sulfides, titanium | ||
| Authors |
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| Affiliations |
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Funding (1)
| 1 | Russian Foundation for Basic Research | 12-03-33180 |
Abstract:
Titanium–salan complexes with 3,3’-diphenyl substituents in the salicylidene rings of the salan ligand are efficient sulfoxidation catalysts, capable of catalyzing the asymmetric oxidation of bulky aryl benzyl sulfides with H2O2 with good to high enantioselectivities. In this paper, substituent effects on titanium-salan-catalyzed enantioselective oxidation of sulfides to sulfoxides have been systematically investigated. Titanium–salan catalysts with halogen substituents at the 5,5’-positions (3,3’-H2dihydrogen substituted) have been found to catalyze the oxidation of both bulky aryl benzyl sulfides and small alkyl phenyl sulfides with good to high enantioselectivities. Kinetic data witness a direct attack of the sulfide to the electrophilic active oxygen species; a consistent reaction mechanism is proposed.
Cite:
Talsi E.P.
, Bryliakov K.P.
Titanium–Salan-Catalyzed Asymmetric Sulfoxidations with H2O2: Design of More Versatile Catalysts
Applied Organometallic Chemistry. 2013. V.27. N4. P.239-244. DOI: 10.1002/aoc.2968 WOS Scopus РИНЦ ANCAN OpenAlex
Titanium–Salan-Catalyzed Asymmetric Sulfoxidations with H2O2: Design of More Versatile Catalysts
Applied Organometallic Chemistry. 2013. V.27. N4. P.239-244. DOI: 10.1002/aoc.2968 WOS Scopus РИНЦ ANCAN OpenAlex
Dates:
| Submitted: | Dec 6, 2012 |
| Accepted: | Dec 28, 2012 |
| Published online: | Mar 27, 2013 |
| Published print: | Apr 1, 2013 |
Identifiers:
| Web of science: | WOS:000316917600009 |
| Scopus: | 2-s2.0-84875680339 |
| Elibrary: | 20429378 |
| Chemical Abstracts: | 2013:460072 |
| Chemical Abstracts (print): | 158:589890 |
| OpenAlex: | W2550435181 |