Mechanistic studies of a reaction promoted by the [YLi 3{tris(binaphthoxide)}] complex: Are three 1,1′-bi-2-naphthol units in a rare-earth-alkali-metal heterobimetallic complex necessary?

Angewandte Chemie - International Edition

Volumn 43, Issue 34, 2004, Pages 4493-4497

  Yamagiwa, Noriyuki ^a   Matsunaga, Shigeki ^a   Shibasaki, Masakatsu ^a  

^a UNIVERSITY OF TOKYO   (Japan)

Author keywords

Asymmetric catalysis; Heterobimetallic complexes; Kinetics; Nonlinear effects; Rare earth metals; Yttrium

Indexed keywords

ALKALI METAL ALLOYS; AMINES; CATALYSTS; RARE EARTH ELEMENTS;

HETEROBIMETALLIC CATALYSTS; LIGANDS;

REACTION KINETICS;

CHALCONE; LANTHANIDE; LIGAND; LITHIUM DERIVATIVE; NAPHTHOL DERIVATIVE; OXIDE; YTTRIUM;

ADDITION REACTION; ARTICLE; CATALYSIS; CATALYST; CHEMICAL REACTION; COMPLEX FORMATION; KINETICS;

EID: 4544232187     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200454202     Document Type: Article

References (26)

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17. For detailed data of kinetic profiles 1-6, nonlinear effects 7, and the reaction profiles in Figures 5 6, see Supporting Information.
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22. 2 would also form, thus resulting in the complicated NMR spectrum.
23. For a more detailed discussion evaluating mechanisms A-C in Figure 4, see Supporting Information.
24. 1H NMR spectra of YLB and YLB with amine 3 are shown in the Supporting Information. The difference in chemical shifts is also summarized.
25. 1H NMR spectra of anhydrous and aqua YLB and experiments to show the reversibility between aqua and anhydrous YLB are summarized in the Supporting Information.
26. The possibility that the (S,S,R)-YLB-type complex is much less reactive (1/34 of (S,S,S)-YLB), but as enantioselective as (S,S,S)-YLB (95% ee) cannot be excluded. Further mechanistic studies are necessary.