Palladium-catalyzed C-S bond formation: Rate and mechanism of the coupling of aryl or vinyl halides with a thiol derived from a cysteine

European Journal of Organic Chemistry

Volumn , Issue 17, 2005, Pages 3749-3760

  Moreau, Xavier ^a   Campagne, Jean Marc ^a   Meyer, Gilbert ^b   Jutand, Anny ^b  

^a INSTITUT DE CHIMIE DES SUBSTANCES NATURELLES   (France)

^b ECOLE NORMALE SUPÉRIEURE   (France)

Author keywords

Atropisomerism; C S coupling; Kinetics; Palladium; Reaction mechanisms

Indexed keywords

EID: 25144450792     PISSN: 1434193X     EISSN: None     Source Type: Journal    
DOI: 10.1002/ejoc.200500227     Document Type: Article

References (44)

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22. "met." is then similar to the former one expressed above;
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28. 3, we did not try to investigate the effect of dba on the reductive elimination rate to fit the conditions of the catalytic reactions.
29. red.elim.[4]. It depends only on the concentration of 4. When investigated independently of the previous reactions, the rate of this reaction does not depend on the concentrations of the other reagents of the catalytic reaction. But in the course of the catalytic reaction, the concentration of 4 will depend on the kinetics of the previous reactions:
30. 0] = [3] = [4];
31. 0] = [3] = [4];
32. -1 when [PhI] = 13.5 mM, corresponding to 82% conversion.
33. 0 = 0.
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37. 6]acetone): δ = 9.0 (d, J = 31 Hz, 1 P), 27.7 (d, J = 31 Hz, 1 P) ppm;
38. 6]-acetone): δ = 14.4 (d, J = 32 Hz, 0.5 P), 25.6 (d, J = 32 Hz, 0.5 P). 14.7 (d, J = 32Hz, 0.5 P), 25.6 (d, J = 32 Hz, 0.5 P) ppm;
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