NH/π Attraction: A Role in Asymmetric Hydrogenation of Aromatic Ketones with Binap/1,2‐Diamine‐Ruthenium(II) Complexes | Zendy

Sandoval Christian A. | Zendy; Shi Qixun | Zendy; Liu Shasha | Zendy; Noyori Ryoji | Zendy

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NH/π Attraction: A Role in Asymmetric Hydrogenation of Aromatic Ketones with Binap/1,2‐Diamine‐Ruthenium(II) Complexes

Author(s) -

Sandoval Christian A.,

Shi Qixun,

Liu Shasha,

Noyori Ryoji

Publication year - 2009

Publication title -

chemistry – an asian journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.18

H-Index - 106

eISSN - 1861-471X

pISSN - 1861-4728

DOI - 10.1002/asia.200900171

Subject(s) - substituent , ketone , ruthenium , asymmetric hydrogenation , chemistry , diamine , attraction , medicinal chemistry , catalysis , stereochemistry , organic chemistry , enantioselective synthesis , philosophy , linguistics

Role model : Electrostatic NH eq /π attraction plays an important role in asymmetric hydrogenation of acetophenones catalyzed by chiral [RuX 2 (diphosphine)(1,2‐diamine)] complexes. The relative rate of p ‐substituted ketones bears a Hammett linear relationship with ρ =1.03 but with a notable exception for the p ‐fluoro ketone. The enantioselectivity is enhanced by an electron‐donating p substituent and is decreased by an electron donor.

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