{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,8,17]],"date-time":"2026-08-17T14:37:05Z","timestamp":1786977425569,"version":"build-2736575974"},"reference-count":48,"publisher":"Wiley","issue":"10","license":[{"start":{"date-parts":[[2010,1,28]],"date-time":"2010-01-28T00:00:00Z","timestamp":1264636800000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Chemistry A European J"],"published-print":{"date-parts":[[2010,3,8]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:p>\n                    The osmium complexes\n                    <jats:italic>trans<\/jats:italic>\n                    \u2010[OsCl\n                    <jats:sub>2<\/jats:sub>\n                    (dppf)(diamine)] (dppf: 1,1\u2032\u2010bis(diphenylphosphino)ferrocene; diamine: ethylenediamine in\n                    <jats:bold>3<\/jats:bold>\n                    , propylenediamine in\n                    <jats:bold>4<\/jats:bold>\n                    ) were prepared by the reaction of [OsCl\n                    <jats:sub>2<\/jats:sub>\n                    (PPh\n                    <jats:sub>3<\/jats:sub>\n                    )\n                    <jats:sub>3<\/jats:sub>\n                    ] (\n                    <jats:bold>1<\/jats:bold>\n                    ) with the ferrocenyl diphosphane, dppf and the corresponding diamine in dichloromethane. The reaction of derivative\n                    <jats:bold>3<\/jats:bold>\n                    with NaOCH\n                    <jats:sub>2<\/jats:sub>\n                    CF\n                    <jats:sub>3<\/jats:sub>\n                    in toluene afforded the alkoxide\n                    <jats:italic>cis<\/jats:italic>\n                    \u2010[Os(OCH\n                    <jats:sub>2<\/jats:sub>\n                    CF\n                    <jats:sub>3<\/jats:sub>\n                    )\n                    <jats:sub>2<\/jats:sub>\n                    (dppf)(ethylenediamine)] (\n                    <jats:bold>5<\/jats:bold>\n                    ). The novel precursor [Os\n                    <jats:sub>2<\/jats:sub>\n                    Cl\n                    <jats:sub>4<\/jats:sub>\n                    (P(\n                    <jats:italic>m<\/jats:italic>\n                    \u2010tolyl)\n                    <jats:sub>3<\/jats:sub>\n                    )\n                    <jats:sub>5<\/jats:sub>\n                    ] (\n                    <jats:bold>2<\/jats:bold>\n                    ) allows the synthesis of the chiral complexes\n                    <jats:italic>trans<\/jats:italic>\n                    \u2010[OsCl\n                    <jats:sub>2<\/jats:sub>\n                    (diphosphane)(1,2\u2010diamine)] (\n                    <jats:bold>6<\/jats:bold>\n                    \u2013\n                    <jats:bold>9<\/jats:bold>\n                    ; diphosphane: (\n                    <jats:italic>R<\/jats:italic>\n                    )\u2010[6,6\u2032\u2010dimethoxy(1,1\u2032\u2010biphenyl)\u20102,2\u2032\u2010diyl]bis[1,1\u2010bis(3,5\u2010dimethylphenyl)phosphane] (xylMeObiphep) or (\n                    <jats:italic>R<\/jats:italic>\n                    )\u2010(1,1\u2032\u2010binaphthalene)\u20102,2\u2032\u2010diylbis[1,1\u2010bis(3,5\u2010dimethylphenyl)phosphane] (xylbinap); diamine=(\n                    <jats:italic>R<\/jats:italic>\n                    ,\n                    <jats:italic>R<\/jats:italic>\n                    )\u20101,2\u2010diphenylethylenediamine (dpen) or (\n                    <jats:italic>R<\/jats:italic>\n                    ,\n                    <jats:italic>R<\/jats:italic>\n                    )\u20101,2\u2010diaminocyclohexane (dach)), obtained by the treatment of\n                    <jats:bold>2<\/jats:bold>\n                    with the diphosphane and the 1,2\u2010diamine in toluene at reflux temperature. Compounds\n                    <jats:bold>3<\/jats:bold>\n                    \u2013\n                    <jats:bold>5<\/jats:bold>\n                    in ethanol and in the presence of NaOEt catalyze the reduction of methyl aryl, dialkyl, and diaryl ketones and aldehydes with H\n                    <jats:sub>2<\/jats:sub>\n                    at low pressure (5\u2005atm), with substrate\/catalyst (S\/C) ratios of 10\u2009000\u2013200\u2009000 and achieving turnover frequencies (TOFs) of up to 3.0\u00d710\n                    <jats:sup>5<\/jats:sup>\n                    \u2005h\n                    <jats:sup>\u22121<\/jats:sup>\n                    at 70\u2009\u00b0C. By employment of the chiral compounds\n                    <jats:bold>6<\/jats:bold>\n                    \u2013\n                    <jats:bold>9<\/jats:bold>\n                    , different ketones, including alkyl aryl, bulky\n                    <jats:italic>tert<\/jats:italic>\n                    \u2010butyl, and cyclic ketones, have successfully been hydrogenated with enantioselectivities up to 99\u2009% and with S\/C ratios of 5000\u2013100\u2009000 and TOFs of up to 4.1\u00d710\n                    <jats:sup>4<\/jats:sup>\n                    \u2005h\n                    <jats:sup>\u22121<\/jats:sup>\n                    at 60\u2009\u00b0C.\n                  <\/jats:p>","DOI":"10.1002\/chem.200902809","type":"journal-article","created":{"date-parts":[[2010,1,28]],"date-time":"2010-01-28T15:14:39Z","timestamp":1264691679000},"page":"3201-3206","source":"Crossref","is-referenced-by-count":57,"title":["Chiral and Nonchiral [OsX\n                    <sub>2<\/sub>\n                    (diphosphane)(diamine)] (X: Cl, OCH\n                    <sub>2<\/sub>\n                    CF\n                    <sub>3<\/sub>\n                    ) Complexes for Fast Hydrogenation of Carbonyl Compounds"],"prefix":"10.1002","volume":"16","author":[{"given":"Walter","family":"Baratta","sequence":"first","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Cinzia","family":"Barbato","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Santo","family":"Magnolia","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Katia","family":"Siega","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Pierluigi","family":"Rigo","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2010,3]]},"reference":[{"key":"e_1_2_6_1_2","unstructured":"\u00a0"},{"key":"e_1_2_6_2_2","doi-asserted-by":"publisher","DOI":"10.1002\/1521-3757(20010105)113:1<40::AID-ANGE40>3.0.CO;2-K"},{"key":"e_1_2_6_2_3","doi-asserted-by":"publisher","DOI":"10.1002\/1521-3773(20010105)40:1<40::AID-ANIE40>3.0.CO;2-5"},{"key":"e_1_2_6_3_2","doi-asserted-by":"publisher","DOI":"10.1002\/(SICI)1521-3757(19980619)110:12<1792::AID-ANGE1792>3.0.CO;2-9"},{"key":"e_1_2_6_3_3","doi-asserted-by":"publisher","DOI":"10.1002\/(SICI)1521-3773(19980703)37:12<1703::AID-ANIE1703>3.0.CO;2-I"},{"key":"e_1_2_6_4_2","unstructured":"\u00a0"},{"key":"e_1_2_6_5_2","volume-title":"The Handbook of Homogeneous Hydrogenation, Vols.\u20051\u20133","year":"2007"},{"key":"e_1_2_6_6_2","volume-title":"Asymmetric Catalysis on Industrial Scale","year":"2004"},{"key":"e_1_2_6_7_2","volume-title":"Comprehensive Asymmetric Catalysis","year":"2004"},{"key":"e_1_2_6_8_2","unstructured":"\u00a0"},{"key":"e_1_2_6_9_2","doi-asserted-by":"publisher","DOI":"10.1021\/ar7000233"},{"key":"e_1_2_6_10_2","doi-asserted-by":"publisher","DOI":"10.1021\/ar700114k"},{"key":"e_1_2_6_11_2","unstructured":"\u00a0"},{"key":"e_1_2_6_12_2","doi-asserted-by":"publisher","DOI":"10.1002\/adsc.200390000"},{"key":"e_1_2_6_13_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr020049i"},{"key":"e_1_2_6_14_2","doi-asserted-by":"publisher","DOI":"10.1021\/om048998k"},{"key":"e_1_2_6_15_2","unstructured":"For osmium hydrogenation catalysts see:"},{"key":"e_1_2_6_16_2","doi-asserted-by":"publisher","DOI":"10.1023\/B:TMCH.0000019423.68981.fa"},{"key":"e_1_2_6_17_2","doi-asserted-by":"publisher","DOI":"10.1016\/S1381-1169(96)00191-4"},{"key":"e_1_2_6_18_2","doi-asserted-by":"publisher","DOI":"10.1021\/ic00228a010"},{"key":"e_1_2_6_19_2","doi-asserted-by":"publisher","DOI":"10.1039\/b815699a"},{"key":"e_1_2_6_20_2","unstructured":"\u00a0"},{"key":"e_1_2_6_21_2","first-page":"45","volume-title":"The Handbook of Homogeneous Hydrogenation, Vol.\u20051","author":"Morris R. 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