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Volumn 132, Issue 49, 2010, Pages 17471-17482

Advancing the mechanistic understanding of an enantioselective palladium-catalyzed alkene difunctionalization reaction

Author keywords

[No Author keywords available]

Indexed keywords

DIFUNCTIONALIZATION; ELECTRONIC EFFECTS; ELECTRONIC NATURES; ELECTRONIC PERTURBATIONS; ENANTIOSELECTIVE; KINETIC ANALYSIS; LIGAND EFFECT; LIGAND EXCHANGES; PRODUCT FORMATION; QUINONE METHIDE;

EID: 78650113123     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja108106h     Document Type: Article
Times cited : (151)

References (78)
  • 66
    • 84891726640 scopus 로고    scopus 로고
    • A dependence on stir rate was observed at high [Cu], indicative of a system that is limited by mass transport of oxygen. See Supporting Information for details
    • A dependence on stir rate was observed at high [Cu], indicative of a system that is limited by mass transport of oxygen. See Supporting Information for details.
  • 67
    • 84891730605 scopus 로고    scopus 로고
    • Catalyst saturation can imply reversible formation of higher order metal complexes in situ. However, such saturation curves are often marked by large x -intercepts and/or pronounced slopes reflective of the binding constants which are not observed here
    • Catalyst saturation can imply reversible formation of higher order metal complexes in situ. However, such saturation curves are often marked by large x -intercepts and/or pronounced slopes reflective of the binding constants which are not observed here.
  • 70
    • 84891727157 scopus 로고    scopus 로고
    • Alternatively, D and E could be interpreted as resonance structures. However, it is unclear whether Pd remains coordinated to both the oxygen atom and the benzylic carbon in the Pd-quinone methide intermediate. Therefore, we have chosen to depict D and E as distinct intermediates to allow for the possibility of atom movement. These two interpretations result in the same derived rate law
    • Alternatively, D and E could be interpreted as resonance structures. However, it is unclear whether Pd remains coordinated to both the oxygen atom and the benzylic carbon in the Pd-quinone methide intermediate. Therefore, we have chosen to depict D and E as distinct intermediates to allow for the possibility of atom movement. These two interpretations result in the same derived rate law.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.