title: Why p-Cymene? Conformational effect in asymmetric hydrogenation of aromatic ketones with a η(6) -arene/ruthenium(II) catalyst.
abstract: The global reaction route mapping (GRRM) methods conveniently define transition states in asymmetric hydrogenation and transfer hydrogenation of aromatic ketones via the [RuH{(S,S)-TsNCH(C6 H5 )CH(C6 H5 )NH2 }(η(6) -p-cymene)] intermediate. Multiple electrostatic CH/π interactions are the common motif in the preferred diastereometric structures.
authors.affiliation: Department of Chemistry and Research Center for Materials Science, Nagoya University, Chikusa, Nagoya 464-8602 (Japan), Fax: (+81) 52-789-5411.
authors.forename: Aki
authors.initials: A
authors.lastname: Matsuoka
authors.forename: Christian A
authors.initials: CA
authors.lastname: Sandoval
authors.forename: Masanobu
authors.initials: M
authors.lastname: Uchiyama
authors.forename: Ryoji
authors.initials: R
authors.lastname: Noyori
authors.forename: Hiroshi
authors.initials: H
authors.lastname: Naka
mesh_terms: D002384:Catalysis; D018360:Crystallography, X-Ray; D000081007:Cymenes; D006865:Hydrogenation; D007659:Ketones / Q000737:chemistry*; D008968:Molecular Conformation; D039821:Monoterpenes / Q000737:chemistry*; D012428:Ruthenium / Q000737:chemistry*; D055672:Static Electricity; D013237:Stereoisomerism; D013816:Thermodynamics
chemical_list: D000081007:Cymenes; D007659:Ketones; D039821:Monoterpenes; C007210:4-cymene; D012428:Ruthenium
keywords: CH/π interaction; asymmetric catalysis; density functional calculations; hydrogenation; ruthenium