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Volumn 1, Issue 3, 2006, Pages 391-403

Transition states of binap-rhodium(I)-catalyzed asymmetric hydrogenation: Theoretical studies on the origin of the enantioselectivity

Author keywords

Asymmetric hydrogenation; Chiral ligands; Density functional calculations; Enantioselectivity; Rhodium

Indexed keywords


EID: 33749173809     PISSN: 18614728     EISSN: 1861471X     Source Type: Journal    
DOI: 10.1002/asia.200600014     Document Type: Article
Times cited : (31)

References (101)
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    • 0000634303 scopus 로고
    • Previous theoretical studies concerned the geometries of [Rh(diphosphine)(olefin)] complexes, Molecular graphics studies; a) J. M. Brown, P. L. Evans, Tetrahedron 1988, 44, 4905-4416;
    • (1988) Tetrahedron , vol.44 , pp. 4905-14416
    • Brown, J.M.1    Evans, P.L.2
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    • 0034683083 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2000, 39, 2863-2865;
    • (2000) Angew. Chem. Int. Ed. , vol.39 , pp. 2863-2865
  • 57
    • 33749176608 scopus 로고    scopus 로고
    • note
    • There are two conformational isomers with respect to the COOH moiety but we showed just one. Except for the COOH moieties, transition structures and energetics are essentially the same in the model reaction system.
  • 60
  • 79
    • 0004237053 scopus 로고
    • Indiana University, Bloomington (USA)
    • N. L. Allinger, MM3(92), Indiana University, Bloomington (USA), 1992.
    • (1992) MM3(92)
    • Allinger, N.L.1
  • 93
    • 33749168347 scopus 로고    scopus 로고
    • note
    • Details of partitions of MM3 energies into terms arc described elsewhere; see reference [3d].
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    • 15444368655 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2005, 44, 1184-1188;
    • (2005) Angew. Chem. Int. Ed. , vol.44 , pp. 1184-1188
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    • see also reference [44 d]
    • III dihydride complexes cannot be located by IMOMM methods and led to the dissociation between rhodium and olefin. This is because we could treat only the steric effects and not the electronic effects of substituents in the real system at the level of the method, and because a microiteration protocol was used on the current version of the IMOMM program. A more appropriate method would be an optimization with the full gradient and Hessian matrix as adopted in a recent implementation of the ONIOM method; see: T. Vreven, M. J. Frisch, K. N. Kudin, H. B. Schlegel, K. Morokuma, Mol. Phys. 2006, 104, 701-714: see also reference [44 d].
    • (2006) Mol. Phys. , vol.104 , pp. 701-714
    • Vreven, T.1    Frisch, M.J.2    Kudin, K.N.3    Schlegel, H.B.4    Morokuma, K.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.