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Possible origin of electronic effects in Rh(I)-catalyzed enantioselective hydrogenation.
J Am Chem Soc. 2009 Jul 22; 131(28):9604-5.JA

Abstract

Reducing the electron density of ligands switches the regioselectivity of Rh(I)-catalyzed hydrometalation. A reversal of the sense of chiral induction was also observed when chiral ligands are electronically tuned in the same manner. The combined data provide an alternative rationale for the electronic effects often observed in asymmetric hydrogenation.

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Publisher Full Text (DOI)

Authors+Show Affiliations

Wu HC
Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge, UK CB2 1EW.
Hamid SA
No affiliation info available
Yu JQ
No affiliation info available
Spencer JB
No affiliation info available

MeSH

CatalysisElectronsHydrogenationModels, ChemicalRhodiumStereoisomerismSubstrate Specificity

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

19555064

Citation

Wu, Hai-Chen, et al. "Possible Origin of Electronic Effects in Rh(I)-catalyzed Enantioselective Hydrogenation." Journal of the American Chemical Society, vol. 131, no. 28, 2009, pp. 9604-5.
Wu HC, Hamid SA, Yu JQ, et al. Possible origin of electronic effects in Rh(I)-catalyzed enantioselective hydrogenation. J Am Chem Soc. 2009;131(28):9604-5.
Wu, H. C., Hamid, S. A., Yu, J. Q., & Spencer, J. B. (2009). Possible origin of electronic effects in Rh(I)-catalyzed enantioselective hydrogenation. Journal of the American Chemical Society, 131(28), 9604-5. https://doi.org/10.1021/ja903089f
Wu HC, et al. Possible Origin of Electronic Effects in Rh(I)-catalyzed Enantioselective Hydrogenation. J Am Chem Soc. 2009 Jul 22;131(28):9604-5. PubMed PMID: 19555064.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Possible origin of electronic effects in Rh(I)-catalyzed enantioselective hydrogenation. AU - Wu,Hai-Chen, AU - Hamid,Shafida Abd, AU - Yu,Jin-Quan, AU - Spencer,Jonathan B, PY - 2009/6/27/entrez PY - 2009/6/27/pubmed PY - 2009/9/26/medline SP - 9604 EP - 5 JF - Journal of the American Chemical Society JO - J Am Chem Soc VL - 131 IS - 28 N2 - Reducing the electron density of ligands switches the regioselectivity of Rh(I)-catalyzed hydrometalation. A reversal of the sense of chiral induction was also observed when chiral ligands are electronically tuned in the same manner. The combined data provide an alternative rationale for the electronic effects often observed in asymmetric hydrogenation. SN - 1520-5126 UR - https://www.unboundmedicine.com/medline/citation/19555064/Possible_origin_of_electronic_effects_in_Rh_I__catalyzed_enantioselective_hydrogenation_ L2 - https://doi.org/10.1021/ja903089f DB - PRIME DP - Unbound Medicine ER -

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