Chiral cyclopentadienyl ligands as stereocontrolling element in asymmetric C-H functionalization.
Science. 2012 Oct 26; 338(6106):504-6.Sci

Abstract

Metal complexes coordinated by a single cyclopentadienyl (Cp) ligand are widely used, versatile catalysts, but their application to asymmetric reactions has been hindered by the difficulty of designing Cp substituents that effectively bias the coordination sphere. Here, we report on a class of simple C(2)-symmetric Cp derivatives that finely control the spatial arrangement of the transiently coordinated reactants around the central metal atom. Rhodium(III) complexes bearing these ligands proved to be highly enantioselective catalysts for directed carbon-hydrogen (C-H) bond functionalizations of hydroxamic acid derivatives.

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Authors+Show Affiliations

Ye B

Ecole Polytechnic Fédérale de Lausanne, School of Basic Sciences, Institute of Chemical Sciences and Engineering, Laboratory of Asymmetric Catalysis and Synthesis, BCH 4305, CH-1015 Lausanne, Switzerland.

Cramer N

No affiliation info available

Pub Type(s)

Journal Article

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

Language

eng

PubMed ID

23112328

Citation

Ye, Baihua, and Nicolai Cramer. "Chiral Cyclopentadienyl Ligands as Stereocontrolling Element in Asymmetric C-H Functionalization." Science (New York, N.Y.), vol. 338, no. 6106, 2012, pp. 504-6.

Ye B, Cramer N. Chiral cyclopentadienyl ligands as stereocontrolling element in asymmetric C-H functionalization. Science. 2012;338(6106):504-6.

Ye, B., & Cramer, N. (2012). Chiral cyclopentadienyl ligands as stereocontrolling element in asymmetric C-H functionalization. Science (New York, N.Y.), 338(6106), 504-6. https://doi.org/10.1126/science.1226938

Ye B, Cramer N. Chiral Cyclopentadienyl Ligands as Stereocontrolling Element in Asymmetric C-H Functionalization. Science. 2012 Oct 26;338(6106):504-6. PubMed PMID: 23112328.

* Article titles in AMA citation format should be in sentence-case

TY - JOUR T1 - Chiral cyclopentadienyl ligands as stereocontrolling element in asymmetric C-H functionalization. AU - Ye,Baihua, AU - Cramer,Nicolai, PY - 2012/11/1/entrez PY - 2012/11/1/pubmed PY - 2012/11/1/medline SP - 504 EP - 6 JF - Science (New York, N.Y.) JO - Science VL - 338 IS - 6106 N2 - Metal complexes coordinated by a single cyclopentadienyl (Cp) ligand are widely used, versatile catalysts, but their application to asymmetric reactions has been hindered by the difficulty of designing Cp substituents that effectively bias the coordination sphere. Here, we report on a class of simple C(2)-symmetric Cp derivatives that finely control the spatial arrangement of the transiently coordinated reactants around the central metal atom. Rhodium(III) complexes bearing these ligands proved to be highly enantioselective catalysts for directed carbon-hydrogen (C-H) bond functionalizations of hydroxamic acid derivatives. SN - 1095-9203 UR - https://www.unboundmedicine.com/medline/citation/23112328/Chiral_cyclopentadienyl_ligands_as_stereocontrolling_element_in_asymmetric_C_H_functionalization_ L2 - https://www.sciencemag.org/cgi/pmidlookup?view=long&pmid=23112328 DB - PRIME DP - Unbound Medicine ER -

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Chiral cyclopentadienyl ligands as stereocontrolling element in asymmetric C-H functionalization.Science. 2012 Oct 26; 338(6106):504-6.Sci