Asymmetric Epoxidations with H2O2 on Fe and Mn Aminopyridine Catalysts: Probing the Nature of Active Species by Combined EPR Spectroscopic and Enantioselectivity Study Full article
| Journal |
ACS Catalysis
ISSN: 2155-5435 |
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| Output data | Year: 2012, Volume: 2, Pages: 1196-1202 Pages count : 7 DOI: 10.1021/cs300205n | ||||
| Tags | asymmetric catalysis, epoxidation, hydrogen peroxide, intermediate, iron, manganese | ||||
| Authors |
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| Affiliations |
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Funding (2)
| 1 | Russian Foundation for Basic Research | 12-03-00782 |
| 2 | Russian Foundation for Basic Research | 09-03-00087 |
Abstract:
Chiral bipyrrolidine based iron and manganese complexes [((S,S)-pdp)MII(OTf)2] catalyze the asymmetric
epoxidation of various olefins with H2O2 in the presence of carboxylic acid additives with high efficiency (up to 1000 turnover number (TON)) and selectivity (up to 100%), and with good to high enantioselectivity (up to 93% enantiomeric excess (ee)). The enantioselectivity increases with growing steric demand of the acid. On the basis of the electron paramagnetic resonance (EPR) spectroscopy and enantioselectivity studies, the active oxygen-transferring species of the above systems can be identified as structurally similar oxometal(V) species of the type [((S,S)-pdp)MVO(OCOR)]2+ (M = Fe, Mn; R = alkyl).
Cite:
Lyakin O.Y.
, Ottenbaсher R.V.
, Bryliakov K.P.
, Talsi E.P.
Asymmetric Epoxidations with H2O2 on Fe and Mn Aminopyridine Catalysts: Probing the Nature of Active Species by Combined EPR Spectroscopic and Enantioselectivity Study
ACS Catalysis. 2012. V.2. P.1196-1202. DOI: 10.1021/cs300205n WOS Scopus РИНЦ ANCAN OpenAlex
Asymmetric Epoxidations with H2O2 on Fe and Mn Aminopyridine Catalysts: Probing the Nature of Active Species by Combined EPR Spectroscopic and Enantioselectivity Study
ACS Catalysis. 2012. V.2. P.1196-1202. DOI: 10.1021/cs300205n WOS Scopus РИНЦ ANCAN OpenAlex
Dates:
| Submitted: | Mar 27, 2012 |
| Accepted: | May 4, 2012 |
| Published online: | May 16, 2012 |
| Published print: | Jun 1, 2012 |
Identifiers:
| Web of science: | WOS:000304682600033 |
| Scopus: | 2-s2.0-84861824747 |
| Elibrary: | 17987828 |
| Chemical Abstracts: | 2012:662265 |
| Chemical Abstracts (print): | 157:44604 |
| OpenAlex: | W2039499832 |