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Pure Appl. Chem., 1999, Vol. 71, No. 8, pp. 1493-1501

Rapid, productive and stereoselective hydrogenation of ketones

R. Noyori and T. Ohkuma

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  • Moure Vivian Rotuno, Fabrício Cristiane, Frensch Gustavo, Marques Francisco A., Mitchell David Alexander, Krieger Nadia: Enhancing the enantioselectivity of the lipase from Burkholderia cepacia LTEB11 towards the resolution of secondary allylic alcohols. Biocatalysis and Agricultural Biotechnology 2014, 3, 146. <>
  • Dub Pavel A., Henson Neil J., Martin Richard L., Gordon John C.: Unravelling the Mechanism of the Asymmetric Hydrogenation of Acetophenone by [RuX2(diphosphine)(1,2-diamine)] Catalysts. J. Am. Chem. Soc. 2014, 136, 3505. <>
  • Wang Jie, Do Dong-Minh, Chuah Gaik-Khuan, Jaenicke Stephan: Core-Shell Composite as the Racemization Catalyst in the Dynamic Kinetic Resolution of Secondary Alcohols. ChemCatChem 2013, 5, 247. <>
  • Cavarzan Deividi A., Fagundes Francisco D., Fuganti Otávio, da Silva Caroline W.P., Pinheiro Carlos Basílio, Back Davi F., Barison Andersson, Bogado André L., de Araujo Márcio P.: Mixed phosphine/diimines and/or amines ruthenium carbonyl complexes: Synthesis, characterization and transfer-hydrogenation. Polyhedron 2013, 62, 75. <>
  • Faza Olalla Nieto, Fernández Israel, López Carlos Silva: Computational insights on the mechanism of the catalytic hydrogenation with BINAP–diamine–Ru complexes: the role of base and origin of selectivity. Chem. Commun. 2013, 49, 4277. <>
  • Feng Ran, Xiao Ang, Zhang Xin, Tang Yanhui, Lei Ming: Origins of enantioselectivity in asymmetric ketone hydrogenation catalyzed by a RuH2(binap)(cydn) complex: insights from a computational study. Dalton Trans. 2013, 42, 2130. <>
  • Pereira Mariette M., Calvete Mário J. F., Carrilho Rui M. B., Abreu Artur R.: Synthesis of binaphthyl based phosphine and phosphite ligands. Chem. Soc. Rev. 2013, 42, 6990. <>
  • Lu Xi, Zhang Yawei, Yun Peng, Zhang Mingtao, Li Tonglei: The mechanism for the hydrogenation of ketones catalyzed by Knölker's iron-catalyst. Org. Biomol. Chem. 2013, 11, 5264. <>
  • Türkmen Hayati: Synthesis of 2-aminomethylpiperidine ruthenium(II) phosphine complexes and their applications in transfer hydrogenation of aryl ketones. Appl. Organometal. Chem. 2012, 26, 731. <>
  • Khan Farooq-Ahmad, Süss-Fink Georg: Superparamagnetic Core-Shell-Type Fe3O4/Ru Nanoparticles as Catalysts for the Selective Hydrogenation of an Unconstrained α,β-Unsaturated Ketone. Euro J Inorg Chem 2012, 2012, 727. <>
  • Verma Praveen Kumar, Sharma Upendra, Kumar Neeraj, Bala Manju, Kumar Vishal, Singh Bikram: Nickel Phthalocyanine Assisted Highly Efficient and Selective Carbonyl Reduction in Polyethylene Glycol-400. Catal Lett 2012, 142, 907. <>
  • Chen Hsin-Yi Tiffany, Di Tommaso Devis, Hogarth Graeme, Catlow C. Richard A.: The effects of ligand variation on enantioselective hydrogenation catalysed by RuH2(diphosphine)(diamine) complexes. DALTON T 2012, 41, 1867. <>
  • Zhu Ye, Burgess Kevin: Iridium catalyzed enantioselective hydrogenation of α-alkoxy and β-alkoxy vinyl ethers. RSC Adv 2012, 2, 4728. <>
  • Chen Hsin-Yi Tiffany, Di Tommaso Devis, Hogarth Graeme, Catlow C. Richard A.: Correlating Enantioselectivity with Activation Energies in the Asymmetric Hydrogenation of Acetophenone Catalysed by Noyori-Type Complexes. Catal Let 2011, 141, 1761. <>
  • Barbosa Marilia I.F., Santos Edjane R. dos, Graminha Angelica E., Bogado André L., Teixeira Leticia R., Beraldo Heloisa, Trevisan Maria Teresa S., Ellena Javier, Castellano Eduardo E., Rodrigues Bernardo L.: The mer-[RuCl3(dppb)(H2O)] complex: A versatile tool for synthesis of RuII compounds. J Polyhedron 2011, 30, 41. <>
  • Gómez-Gallego Mar, Sierra Miguel A.: Kinetic Isotope Effects in the Study of Organometallic Reaction Mechanisms. Chemistry Review 2011, 111, 4857. <>
  • Fang Minfeng, Machalaba Nataliya, Sánchez-Delgado Roberto A.: Hydrogenation of arenes and N-heteroaromatic compounds over ruthenium nanoparticles on poly(4-vinylpyridine): a versatile catalyst operating by a substrate-dependent dual site mechanism. DALTON T 2011, 40, 10621. <>
  • Noyori Ryoji, Ohkuma Takeshi: ChemInform Abstract: Rapid, Productive and Stereoselective Hydrogenation of Ketones. ChemInform 2010, 31, no. <>
  • Frazão Barbosa Marilia I., Valle Eliana M.A., Queiroz Salete L., Ellena Javier, Castellano Eduardo E., Malta Valéria R.S., de Sousa Jackson R., Piro Oscar, de Araujo Márcio P., Batista Alzir A.: On the synthesis and structures of the complexes [RuCl(L)(dppb)(N–N)]PF6 (L=CO, py or 4-NH2py; dppb=1,4-bis(diphenylphosphino)butane; N–N=2,2′-bipyridine or 1,10-phenanthroline) and [(dppb)(CO)Cl2-Ru-pz-RuCl2(CO)(dppb)] (pz=pyrazine). J Polyhedron 2010, 29, 2297. <>
  • Zhu Ye, Fan Yubo, Burgess Kevin: Carbene-Metal Hydrides Can Be Much Less Acidic Than Phosphine-Metal Hydrides: Significance in Hydrogenations. J Am Chem Soc 2010, 132, 6249. <>
  • WANG Jinbo, QIN Ruixiang, XIONG Wei, JIA Yun, LIU Derong, FENG Jian, CHEN Hua: 2 (TPPTS) 2-(S,S)-DPENDS in Water Medium]]> : Asymmetric Hydrogenation of Benzalacetone Catalyzed by RuCl2 (TPPTS) 2-(S,S)-DPENDS in Water Medium. CHINESE JOURNAL OF CATALYSIS (CHINESE VERSION) 2010, 31, 273. <>
  • Glöge Thomas, Petrovic Dejan, Hrib Cristian, Jones Peter G., Tamm Matthias: 16-Electron (Arene)ruthenium Complexes with Superbasic Bis(imidazolin-2-imine) Ligands and Their Use in Catalytic Transfer Hydrogenation. Eur J Inorg Chem 2009, 2009, 4538. <>
  • Xie Jianhua, Kong Weiling, Wang Xiaocheng, Bai Wenju, Wang Lixin, Zhou Qilin: Chiral ruthenium-SDPs/diamine complexes-catalyzed enantioselective hydrogenation of α-alkyl arylacetones via dynamic kinetic resolution. Front Chem China 2009, 4, 299. <>
  • Abbaspour Abdolkarim, Shamsipur Mojtaba, Siroueinejad Arash, Kia Reza, Raithby Paul R.: Renewable-surface sol–gel derived carbon ceramic-modified electrode fabricated by a newly synthesized polypyridil and phosphine Ru (II) complex and its application as an amperometric sensor for hydrazine. Electrochimica Acta 2009, 54, 2916. <>
  • Casey Charles P., Guan Hairong: Cyclopentadienone Iron Alcohol Complexes: Synthesis, Reactivity, and Implications for the Mechanism of Iron-Catalyzed Hydrogenation of Aldehydes. J Am Chem Soc 2009, 131, 2499. <>
  • Puchta Ralph, Dahlenburg Lutz, Clark Timothy: Why do Cationic Hydridoiridium(III) Complexes with β-Aminophosphane Ligands Favour the Transfer Hydrogenation of Ketones over the Direct “H2-Hydrogenation”?-A Computational Approach. Chem Eur J 2008, 14, 8898. <>
  • Szymczak Nathaniel K., Tyler David R.: Aspects of dihydrogen coordination chemistry relevant to reactivity in aqueous solution. Coord Chem Rev - 2008, 252, 212. <>
  • Dahlenburg Lutz, Kühnlein Christian: Homogeneous CO hydrogenation and transfer hydrogenation catalyzed by ruthenium(II) complexes containing optically active Ph2PCH(Ph)CH(Me)NH2 and 1,2-C5H8(PPh2)2 ligands. Inorg Chim Ada 2008, 361, 2785. <>
  • Dahlenburg Lutz, Menzel Ralf, Heinemann Frank W.: Synthesis and Catalytic Applications of Chiral Hydridoiridium(III) Complexes with Diamine/Bis(monophosphane) and Diamine/Diphosphane Coordination. Eur J Inorg Chem 2007, 2007, 4364. <>
  • Faller J.W., Fontaine Philip P.: Chiral memory effects in catalytic hydrogenations with dynamically chiral ligands. J Organomet Chem 2007, 692, 1110. <>
  • Chai Li-Ting, Wang Wei-Wei, Wang Quan-Rui, Tao Feng-Gang: Asymmetric hydrogenation of aromatic ketones with MeO-PEG-supported BIPHEP/DPEN ruthenium catalysts. Journal of Molecular Catalysis A 2007, 270, 83. <>
  • Di Tommaso Devis, French Samuel A., Catlow C. Richard A.: The H2-hydrogenation of ketones catalysed by ruthenium(II) complexes: A density functional theory study. Journal of Molecular Structure: THEOCHEM 2007, 812, 39. <>
  • French Samuel A., Tommaso Devis Di, Zanotti-Gerosa Antonio, Hancock Fred, Catlow C. Richard A.: New insights into the enantioselectivity in the hydrogenation of prochiral ketones. Chem Commun 2007, 2381. <>
  • Lu Gui, Kwong Fuk Yee, Ruan Ji-Wu, Li Yue-Ming, Chan Albert S. C.: Highly Enantioselective Addition of In Situ Prepared Arylzinc to Aldehydes Catalyzed by a Series of Atropisomeric Binaphthyl-Derived Amino Alcohols. Chem Eur J 2006, 12, 4115. <>
  • Martín Marta, Sola Eduardo, Tejero Santiago, López José A., Oro Luis A.: Mechanistic Investigations of Imine Hydrogenation Catalyzed by Dinuclear Iridium Complexes. Chem Eur J 2006, 12, 4057. <>
  • Sandoval Christian A., Yamaguchi Yoshiki, Ohkuma Takeshi, Kato Koichi, Noyori Ryoji: Solution structures and behavior oftrans-RuH(η1-BH4) (binap)(1,2-diamine) complexes. Magn Reson Chem 2006, 44, 66. <>
  • Ikariya Takao, Murata Kunihiko, Noyori Ryoji: Bifunctional transition metal-based molecular catalysts for asymmetric syntheses. Org Biomol Chem 2006, 4, 393. <>
  • Dahlenburg Lutz, Kühnlein Christian: Functional phosphines XV. Ruthenium complexes containing C5H8(PR2)2 and ligands (R=Me, Ph, OPh; R′=H, Me): synthesis and application to homogeneous CO hydrogenation and transfer hydrogenation. J Organomet Chem 2005, 690, 1. <>
  • Shimizu Hideo, Nagasaki Izuru, Saito Takao: Recent advances in biaryl-type bisphosphine ligands. Tetrahedron 2005, 61, 5405. <>
  • Dahmen Stefan, Lormann Matthias: Triarylborane Ammonia Complexes as Ideal Precursors for Arylzinc Reagents in Asymmetric Catalysis. Org Lett 2005, 7, 4597. <>
  • Muñiz Kilian: The development of asymmetric diamination of alkenes with imido-osmium reagents. New J Chem 2005, 29, 1371. <>
  • Miecznikowski John R., Crabtree Robert H.: Transfer hydrogenation reduction of ketones, aldehydes and imines using chelated iridium(III) N-heterocyclic bis-carbene complexes. J Polyhedron 2004, 23, 2857. <>
  • Müller Paul, Nury Patrice, Bernardinelli Gérald: Asymmetric Nucleophilic Substitution of Acetals. Eur J Org Chem 2001, 2001, 4137. <<4137::AID-EJOC4137>3.0.CO;2-4>
  • Noyori Ryoji, Ohkuma Takeshi: Asymmetrische Katalyse mit hinsichtlich Struktur und Funktion gezielt entworfenen Molekülen: die chemo- und stereoselektive Hydrierung von Ketonen. Angew Chem 2001, 113, 40. <<40::AID-ANGE40>3.0.CO;2-K>
  • Hartmann Rudolf, Chen Peter: Noyoris Hydrierungskatalysator braucht für hohe Aktivitäten einen Lewis-sauren Cokatalysator. Angew Chem 2001, 113, 3693. <<3693::AID-ANGE3693>3.0.CO;2-D>
  • Rossen Kai: Ru- und Rh-katalysierte asymmetrische Hydrierungen: Eine alte Reaktion bietet neue Überraschungen. Angew Chem 2001, 113, 4747. <<4747::AID-ANGE4747>3.0.CO;2-5>
  • Noyori Ryoji, Ohkuma Takeshi: Asymmetric Catalysis by Architectural and Functional Molecular Engineering: Practical Chemo- and Stereoselective Hydrogenation of Ketones. Angewandte Chemie-Int Ed 2001, 40, 40. <<40::AID-ANIE40>3.0.CO;2-5>
  • Rossen Kai: Ru- and Rh-Catalyzed Asymmetric Hydrogenations: Recent Surprises from an Old Reaction. Angew Chem Int E 2001, 40, 4611. <<4611::AID-ANIE4611>3.0.CO;2-4>
  • Bolm Carsten, Hermanns Nina, Hildebrand Jens P., Muñiz Kilian: Asymmetric, Catalytic Phenyl Transfer to Aldehydes: Enantioselective Synthesis of Diarylmethanols. Angew Chem 2000, 112, 3607. <<3607::AID-ANGE3607>3.0.CO;2-A>
  • Bolm Carsten, Hermanns Nina, Hildebrand Jens P., Muñiz Kilian: Asymmetric, Catalytic Phenyl Transfer to Aldehydes: Enantioselective Synthesis of Diarylmethanols. Angew Chem 2000, 39, 3465. <<3465::AID-ANIE3465>3.0.CO;2-4>
  • Ohkuma Takeshi, Koizumi Masatoshi, Yoshida Makoto, Noyori Ryoji: General Asymmetric Hydrogenation of Hetero-aromatic Ketones. Org Lett 2000, 2, 1749. <>
  • Burk Mark J., Hems William, Herzberg Daniela, Malan Christophe, Zanotti-Gerosa Antonio: A Catalyst for Efficient and Highly Enantioselective Hydrogenation of Aromatic, Heteroaromatic, and α,β-Unsaturated Ketones. Org Lett 2000, 2, 4173. <>
  • Masaki Yukio, Arasaki Hideki, Shiro Motoo: Facile Synthesis of Optically Active Tertiary Alcohol Building Blocks by Stereospecific C-H Insertion Reaction of Dichlorocarbene with Secondary Alcohol Derivatives. Chem Lett 2000, 1180. <>