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Titolo:
Polymer-supported ruthenium porphyrins: Versatile and robust epoxidation catalysts with unusual selectivity
Autore:
Yu, XQ; Huang, JS; Yu, WY; Che, CM;
Indirizzi:
Univ Hong Kong, Dept Chem, Hong Kong, Hong Kong, Peoples R China Univ HongKong Hong Kong Hong Kong Peoples R China Kong, Peoples R China Univ Hong Kong, HKU, CAS Joint Lab New Mat, Hong Kong, Hong Kong, Peoples R China Univ Hong Kong Hong Kong Hong Kong Peoples R China Kong, Peoples R China
Titolo Testata:
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
fascicolo: 22, volume: 122, anno: 2000,
pagine: 5337 - 5342
SICI:
0002-7863(20000607)122:22<5337:PRPVAR>2.0.ZU;2-2
Fonte:
ISI
Lingua:
ENG
Soggetto:
PYRIDINE N-OXIDES; ENANTIOSELECTIVE ALKENE EPOXIDATION; HIGHLY EFFICIENT EPOXIDATION; HIV-PROTEASE INHIBITORS; ION-EXCHANGE RESINS; ALPHA-AMINO-ACIDS; STEREOCONTROLLED SYNTHESIS; ASYMMETRIC EPOXIDATION; OLEFIN EPOXIDATION; AEROBIC EPOXIDATION;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Life Sciences
Physical, Chemical & Earth Sciences
Citazioni:
89
Recensione:
Indirizzi per estratti:
Indirizzo: Che, CM Univ Hong Kong, Dept Chem, Pokfulam Rd, Hong Kong, Hong Kong, Peoples R China Univ Hong Kong Pokfulam Rd Hong Kong Hong Kong Peoples R Chinana
Citazione:
X.Q. Yu et al., "Polymer-supported ruthenium porphyrins: Versatile and robust epoxidation catalysts with unusual selectivity", J AM CHEM S, 122(22), 2000, pp. 5337-5342

Abstract

Carbonyl ruthenium(II) 5,10,15-tris(4-R-phenyl)-20-(4-hydroxyphenyl)porphyrins (R = Cl, Me) covalently attached Co Merrifield's peptide resin were prepared. The catalyst with R = Cl was found to efficiently catalyze Cl(2)pyNO epoxidation of a wide variety of alkenes, including aromatic and aliphatic terminal alkenes, cis- and trans-stilbene, cyclohexene and cyclooctene, alpha,beta-unsaturated ketones, conjugated enyne, glycal, and protected alpha-amino alkene. Unusual selectivities were observed for the epoxidations of1,5-cyclooctadiene,cis-1-phenyl-3-penten-1-yne (9), 3,4,6-tri-O-acetyl-D-glucal (11), and 2-(Boc-amino)-1-phenylbut-3-ene (13), which feature a complete bisepoxide selectivity (1,5-cyclooctadiene), unprecedentedly high cis:trans ratio (9), and complete diastereoselectivity (11 and 13). The new heterogenized metalloporphyrin epoxidation catalysts are of high stability and reusability.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 29/09/20 alle ore 09:37:24