Planar Chiral Phosphoric Acids with Biphenylene-Tethered Paracyclophane Scaffolds: Synthesis, Characterization, and Catalytic Screening | Zendy

Kévin Isaac | Zendy; Jérémy Stemper | Zendy; Vincent Servajean | Zendy; Pascal Retailleau | Zendy; Julien Pastor | Zendy; Gilles Frison | Zendy; Karl Kaupmees | Zendy; Ivo Leito | Zendy; JeanFrançois Betzer | Zendy; Angéla Marinetti | Zendy

Open Access

Planar Chiral Phosphoric Acids with Biphenylene-Tethered Paracyclophane Scaffolds: Synthesis, Characterization, and Catalytic Screening

Author(s) -

Kévin Isaac,

Jérémy Stemper,

Vincent Servajean,

Pascal Retailleau,

Julien Pastor,

Gilles Frison,

Karl Kaupmees,

Ivo Leito,

JeanFrançois Betzer,

Angéla Marinetti

Publication year - 2014

Publication title -

the journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.2

H-Index - 228

eISSN - 1520-6904

pISSN - 0022-3263

DOI - 10.1021/jo501769t

Subject(s) - chemistry , biphenylene , characterization (materials science) , phosphoric acid , catalysis , combinatorial chemistry , stereochemistry , organic chemistry , nanotechnology , polymer , materials science , phenylene

Phosphoric acids with planar chiral paracyclophane scaffolds have been prepared in optically pure form starting from 1,8-dibromobiphenylene, by means of a chiral phosphorodiamidate as the phosphorylating agent. Structural characterization and configurational assignment have been performed by X-ray diffraction studies. The acids promote the organocatalytic enantioselective H-transfer reduction of α-arylquinolines with up to 90% enantiomeric excess.

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