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Titolo:
Asymmetric alkene epoxidation with chromium oxo salen complexes. A systematic study of salen ligand substituents
Autore:
OMahony, CP; McGarrigle, EM; Renehan, MF; Ryan, KM; Kerrigan, NJ; Bousquet, C; Gilheany, DG;
Indirizzi:
Univ Coll Dublin, Dept Chem, Dublin 4, Ireland Univ Coll Dublin Dublin Ireland 4 l Dublin, Dept Chem, Dublin 4, Ireland Univ Coll Dublin, Conway Inst Biomol & Biomed Sci, Dublin 4, Ireland Univ Coll Dublin Dublin Ireland 4 Biomol & Biomed Sci, Dublin 4, Ireland
Titolo Testata:
ORGANIC LETTERS
fascicolo: 22, volume: 3, anno: 2001,
pagine: 3435 - 3438
SICI:
1523-7060(20011101)3:22<3435:AAEWCO>2.0.ZU;2-A
Fonte:
ISI
Lingua:
ENG
Soggetto:
ACHIRAL (SALEN)MANGANESE(III) COMPLEX; ENANTIOSELECTIVE EPOXIDATION; CATALYZED EPOXIDATION; CHIRAL AMINE; OLEFINS; MECHANISM;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Physical, Chemical & Earth Sciences
Citazioni:
24
Recensione:
Indirizzi per estratti:
Indirizzo: Gilheany, DG Univ Coll Dublin, Dept Chem, Belfield, Dublin 4, Ireland UnivColl Dublin Belfield Dublin Ireland 4 Dublin 4, Ireland
Citazione:
C.P. O'Mahony et al., "Asymmetric alkene epoxidation with chromium oxo salen complexes. A systematic study of salen ligand substituents", ORG LETT, 3(22), 2001, pp. 3435-3438

Abstract

[GRAPHICS]In the stoichiometric asymmetric epoxidation of E-fl-methylstyrene with cationic chromium-salen oxo complexes, enantioselectivity is increased by halo-substitution at the 3,3'- and 6,6'-positions and decreased at the 4,4'- and 5,5'-positions on the salen rings. Addition of triphenylphosphine oxide significantly increases selection with 3,3'- or 5,5'-substituents but not with 4,4'- or 6,6'-substituents. Use of nitrate counterion is beneficial in most cases. The results are discussed with respect to the mode of stereoselection in metal-salen epoxidations.

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Documento generato il 29/03/20 alle ore 01:22:28