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Volumn 10, Issue 2, 2004, Pages 425-432

New Chiral Ruthenium(II) Catalysts Containing 2,6-Bis(4′ -(R)-phenyloxazolin-2′-yl)pyridine (Ph-pybox) Ligands for Highly Enantioselective Transfer Hydrogenation of Ketones

Author keywords

Asymmetric catalysis; Hydrogen transfer; Ketones; N ligands; Ruthenium

Indexed keywords

AROMATIC COMPOUNDS; CATALYSTS; HYDROGENATION; METHANOL; PHOSPHORUS COMPOUNDS; STEREOCHEMISTRY;

EID: 0842346956     PISSN: 09476539     EISSN: None     Source Type: Journal    
DOI: 10.1002/chem.200305170     Document Type: Article
Times cited : (81)

References (68)
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    • note
    • 3 at 40°C in dichloromethane for 1 h (35% yield) (unpublished results from this laboratory).
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    • note
    • For complexes containing the allyl-substituted phosphines an im-provement in performance has been obtained by adding the base 10 min before the ketone (entry 3 vs 2). This fact may be explained by assuming an isomerisation of the allyl group in the presence of base, which may occur before the chloride abstraction from the metal. Therefore, the active species probably contain diphenyl(2-methylvinyl)phosphine.
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    • note
    • Pathways that favour the reverse reaction leading to loss of ee cannot be discarded either.
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    • note
    • We have found that a base/catalyst of ca. 24:1 leads to better conversions for these substrates, in contrast to the ratio (ca. 6:1) found for acetophenone.
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    • note
    • The dissociation of the coordinated phosphine or phosphite has to be discarded; otherwise, no influence on ee values would be observed.
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    • note
    • From Aldrich 2003-2004: (R,R)-Ph-pybox (49606-5); (S,S)-Ph-pybox (49607-3). From TCI 2003: (R,R)-Ph-pybox (B2219); (S,S)-Ph-pybox (B2220).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.