Discovery of novel catalysts for aIkene epoxidation from metal-binding combinatorial libraries

Angewandte Chemie - International Edition

Volumn 38, Issue 7, 1999, Pages 937-941

  Francis, Matthew B ^a   Jacobsen, Eric N ^a  

^a HARVARD UNIVERSITY   (United States)

Author keywords

Asymmetric catalysis; Combinatorial chemistry; Epoxidations; Solid phase synthesis

Indexed keywords

CATALYST SELECTIVITY; CATALYST; COMBINATORIAL LIBRARY; HYDROGEN PEROXIDE; IRON; LIGAND BINDING; OXIDATION;

ALKENE; LIGAND; METAL;

ARTICLE; CATALYSIS; CHEMICAL BINDING; CHEMICAL COMPOSITION; CHEMICAL REACTION; CHEMICAL STRUCTURE; CHIRALITY; COMPLEX FORMATION; ENANTIOMER; EPOXIDATION; SYNTHESIS;

EID: 0033118620     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/(sici)1521-3773(19990401)38:7<937::aid-anie937>3.0.co;2-o     Document Type: Article

References (31)

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10. Experimental details for the library synthesis have been furnished as supporting information.
11. For each metal library prepared the solution volume was chosen such that at least two equivalents of the metal source were available for complex formation.
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26. 1 mg library samples (equivalent to 10 copies of the full ligand set) were screened.
27. 2 and water.
28. The facile synthesis of parallel ligand libraries was accomplished with an IRORI directed synthesis system.
29. See supporting information.
30. 2 complexes provided good levels of epoxidation activity, which confirmed the validity of 18 and 19 as catalyst lead structures. However, ligands prepared with end cap 32 showed uniformly poor reactivity, which indicates that proper attachment of the pyridine ring to the peptide chain is of crucial importance.
31. As immobilization of these catalysts to polymeric supports might influence their activity, the evaluation of soluble analogues is underway and will be reported in due course.