CN102395427B - 在Ru(II)催化剂存在下氢化酮类的方法 - Google Patents

在Ru(II)催化剂存在下氢化酮类的方法 Download PDF

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CN102395427B
CN102395427B CN201080016781.3A CN201080016781A CN102395427B CN 102395427 B CN102395427 B CN 102395427B CN 201080016781 A CN201080016781 A CN 201080016781A CN 102395427 B CN102395427 B CN 102395427B
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branched
cyclic
optionally substituted
straight chain
formula
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CN102395427A (zh
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A·戴克
D·M·格兰杰
J·A·梅德洛克
H·G·内登
J·J·M·勒佩
S·J·罗斯布雷德
A·赛格
V·西瓦库玛
A·扎诺蒂-杰罗萨
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Johnson Matthey PLC
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Priority claimed from GB0913166A external-priority patent/GB0913166D0/en
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Priority to CN201610855651.8A priority Critical patent/CN106466641B/zh
Priority to CN201410219928.9A priority patent/CN104030950B/zh
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    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
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    • B01J31/00Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/18Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms
    • B01J31/1805Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms the ligands containing nitrogen
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    • B01J31/16Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/22Organic complexes
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    • B01J31/2295Cyclic compounds, e.g. cyclopentadienyls
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    • C07C29/00Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/132Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
    • C07C29/136Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
    • C07C29/143Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of ketones
    • C07C29/145Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of ketones with hydrogen or hydrogen-containing gases
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    • C07C303/00Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
    • C07C303/36Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of amides of sulfonic acids
    • C07C303/40Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of amides of sulfonic acids by reactions not involving the formation of sulfonamide groups
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    • C07ORGANIC CHEMISTRY
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    • C07C311/00Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
    • C07C311/01Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms
    • C07C311/02Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
    • C07C311/03Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton having the nitrogen atoms of the sulfonamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C311/05Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton having the nitrogen atoms of the sulfonamide groups bound to hydrogen atoms or to acyclic carbon atoms to acyclic carbon atoms of hydrocarbon radicals substituted by nitrogen atoms, not being part of nitro or nitroso groups
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    • C07C311/00Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
    • C07C311/01Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms
    • C07C311/02Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
    • C07C311/07Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton having the nitrogen atom of at least one of the sulfonamide groups bound to a carbon atom of a ring other than a six-membered aromatic ring
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    • C07C311/00Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
    • C07C311/15Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings
    • C07C311/16Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atom of at least one of the sulfonamide groups bound to hydrogen atoms or to an acyclic carbon atom
    • C07C311/18Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atom of at least one of the sulfonamide groups bound to hydrogen atoms or to an acyclic carbon atom to an acyclic carbon atom of a hydrocarbon radical substituted by nitrogen atoms, not being part of nitro or nitroso groups
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    • C07C311/00Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
    • C07C311/15Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings
    • C07C311/20Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atom of at least one of the sulfonamide groups bound to a carbon atom of a ring other than a six-membered aromatic ring
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    • C07F15/00Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
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    • C07F15/00Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
    • C07F15/0006Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table compounds of the platinum group
    • C07F15/0046Ruthenium compounds
    • C07F15/0053Ruthenium compounds without a metal-carbon linkage
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    • B01J2231/00Catalytic reactions performed with catalysts classified in B01J31/00
    • B01J2231/60Reduction reactions, e.g. hydrogenation
    • B01J2231/64Reductions in general of organic substrates, e.g. hydride reductions or hydrogenations
    • B01J2231/641Hydrogenation of organic substrates, i.e. H2 or H-transfer hydrogenations, e.g. Fischer-Tropsch processes
    • B01J2231/643Hydrogenation of organic substrates, i.e. H2 or H-transfer hydrogenations, e.g. Fischer-Tropsch processes of R2C=O or R2C=NR (R= C, H)
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    • B01J2531/00Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/02Compositional aspects of complexes used, e.g. polynuclearity
    • B01J2531/0213Complexes without C-metal linkages
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
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    • B01J2531/00Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/02Compositional aspects of complexes used, e.g. polynuclearity
    • B01J2531/0238Complexes comprising multidentate ligands, i.e. more than 2 ionic or coordinative bonds from the central metal to the ligand, the latter having at least two donor atoms, e.g. N, O, S, P
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2531/00Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/02Compositional aspects of complexes used, e.g. polynuclearity
    • B01J2531/0238Complexes comprising multidentate ligands, i.e. more than 2 ionic or coordinative bonds from the central metal to the ligand, the latter having at least two donor atoms, e.g. N, O, S, P
    • B01J2531/0241Rigid ligands, e.g. extended sp2-carbon frameworks or geminal di- or trisubstitution
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
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    • B01J2531/00Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/80Complexes comprising metals of Group VIII as the central metal
    • B01J2531/82Metals of the platinum group
    • B01J2531/821Ruthenium
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    • C07C2523/00Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00
    • C07C2523/70Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of the iron group metals or copper
    • CCHEMISTRY; METALLURGY
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    • C07C2531/00Catalysts comprising hydrides, coordination complexes or organic compounds
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    • CCHEMISTRY; METALLURGY
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    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00Systems containing only non-condensed rings
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    • C07C2601/14The ring being saturated
    • CCHEMISTRY; METALLURGY
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    • C07C2601/16Systems containing only non-condensed rings with a six-membered ring the ring being unsaturated

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  • Inorganic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Catalysts (AREA)
CN201080016781.3A 2009-03-17 2010-03-17 在Ru(II)催化剂存在下氢化酮类的方法 Active CN102395427B (zh)

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CN201610855651.8A CN106466641B (zh) 2009-03-17 2010-03-17 在Ru(II)催化剂存在下氢化酮类的方法
CN201410219928.9A CN104030950B (zh) 2009-03-17 2010-03-17 在Ru(II)催化剂存在下氢化酮类的方法

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GB0904553A GB0904553D0 (en) 2009-03-17 2009-03-17 Process
GB0904553.5 2009-03-17
US22169009P 2009-06-30 2009-06-30
US61/221,690 2009-06-30
GB0913166A GB0913166D0 (en) 2009-07-29 2009-07-29 Process
GB0913166.5 2009-07-29
PCT/GB2010/050456 WO2010106364A2 (en) 2009-03-17 2010-03-17 Process

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Families Citing this family (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN104030950B (zh) * 2009-03-17 2017-01-04 约翰森·马瑟公开有限公司 在Ru(II)催化剂存在下氢化酮类的方法
US9217005B2 (en) 2010-08-26 2015-12-22 Takasago International Corporation Ruthenium-diamine complexes and method for producing optically active compounds
CN103502208B (zh) * 2011-04-28 2016-01-13 高砂香料工业株式会社 二胺化合物的制造方法
WO2012153684A1 (ja) * 2011-05-06 2012-11-15 高砂香料工業株式会社 ルテニウム-ジアミン錯体および光学活性化合物の製造方法
JP6048762B2 (ja) * 2011-10-31 2016-12-21 高砂香料工業株式会社 光学活性β−ヒドロキシ−α−アミノカルボン酸エステルの製造方法
GB201219716D0 (en) 2012-11-02 2012-12-12 Univ Warwick Catalyst and process for synthesising the same
CN104854068A (zh) * 2012-12-18 2015-08-19 帝斯曼知识产权资产管理有限公司 由(r)-6,10-14-三甲基十五碳-5-烯-2-酮制备的(6r,10r)-6,10,14-三甲基十五烷-2-酮
CN103408597B (zh) * 2013-06-06 2015-12-09 温州大学 一种芳烃钌配合物及其合成方法
WO2015063790A1 (en) * 2013-11-01 2015-05-07 Council Of Scientific And Industrial Research Catalyst for asymmetric transfer hydrogenation of ketones and imines
GB201416628D0 (en) * 2014-09-19 2014-11-05 Johnson Matthey Plc Complexes and methods for their preparation
US20180264449A1 (en) * 2014-10-10 2018-09-20 Takasago International Corporation Solid-supported ruthenium-diamine complexes, and methods for producing optically active compounds
US10954185B2 (en) 2015-10-07 2021-03-23 Council Of Scientific & Industrial Research Eco-friendly process for hydrogenation or/and hydrodeoxygenation of organic compound using hydrous ruthenium oxide catalyst
CN105618143B (zh) * 2016-03-09 2017-11-03 山西大学 一种七元氮杂镁金属催化剂及其制备方法和应用
GB201818113D0 (en) 2018-11-06 2018-12-19 Syngenta Participations Ag Process

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1079960A (zh) * 1992-01-31 1993-12-29 霍夫曼-拉罗奇有限公司 不对称氢化
CN1571791A (zh) * 2002-10-15 2005-01-26 贝林格尔·英格海姆国际有限公司 作为复分解反应(预)催化剂的钌络合物

Family Cites Families (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3431591A1 (de) 1984-08-28 1986-03-13 Diamalt AG, 8000 München Verfahren zur herstellung von aminoverbindungen aus hydroxylverbindungen
GB9118603D0 (en) 1991-08-30 1991-10-16 Shell Int Research Process for the preparation of alcohols
JP3410120B2 (ja) * 1991-08-30 2003-05-26 シエル・インターナシヨネイル・リサーチ・マーチヤツピイ・ベー・ウイ アルコールの製造方法
DE19725643A1 (de) * 1997-06-18 1998-12-24 Basf Ag Optisch aktive Diphosphinliganden
US6187961B1 (en) * 1997-11-06 2001-02-13 Roche Vitamins Inc. Process for the preparation of trans-(R,R)-actinol
GB0029356D0 (en) 2000-12-01 2001-01-17 Avecia Ltd Transfer hydrogenation
US7446236B2 (en) * 2002-12-02 2008-11-04 Solvias Ag Catalytic hydrogenation of carbon-heteroatom double bonds
JP4437648B2 (ja) 2003-07-18 2010-03-24 セントラル硝子株式会社 光学活性1−(2−トリフルオロメチルフェニル)エチルアミンの製造方法
JP4718452B2 (ja) * 2004-03-29 2011-07-06 高砂香料工業株式会社 光学活性遷移金属−ジアミン錯体及びこれを用いた光学活性アルコール類の製造方法
US20070225528A1 (en) 2004-03-29 2007-09-27 Nagoya Industrial Science Research Center Process for Producing Optically Active Alcohol
GB0425320D0 (en) 2004-11-17 2004-12-22 Johnson Matthey Plc Diamines
WO2008012240A1 (en) * 2006-07-27 2008-01-31 F. Hoffmann-La Roche Ag Asymmetric hydrogenation of 1,1,1-trifluoroacetone
WO2009130056A1 (en) * 2008-04-25 2009-10-29 Synthon B.V. Process for making montelukast intermediates
CN102131881B (zh) 2008-08-20 2016-01-20 Lg化学株式会社 粘合剂
CN104030950B (zh) 2009-03-17 2017-01-04 约翰森·马瑟公开有限公司 在Ru(II)催化剂存在下氢化酮类的方法
JP2015061022A (ja) * 2013-09-20 2015-03-30 凸版印刷株式会社 電子モジュール及びその製造方法

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1079960A (zh) * 1992-01-31 1993-12-29 霍夫曼-拉罗奇有限公司 不对称氢化
CN1571791A (zh) * 2002-10-15 2005-01-26 贝林格尔·英格海姆国际有限公司 作为复分解反应(预)催化剂的钌络合物

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
《A Class of Ruthenium(II) Catalyst for Asymmetric Transfer Hydrogenations of Ketones》;Aidan M.etal;《JACS》;20051231(第127期);scheme 1的化合物5 *
Jose E.D.etal.《Further ‘tethered’ Ru(II) catalysts for asymmetric transfer hydrogenation (ATH)of ketones;the use of a benzylic linker and a cyclohexyldiamine ligand》.《Journal of Organometallic Chemistry》.2008,(第693期),R,R-9. *

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CN106466641B (zh) 2020-06-09
WO2010106364A2 (en) 2010-09-23
US20180290133A1 (en) 2018-10-11
US20120123142A1 (en) 2012-05-17
JP2012520865A (ja) 2012-09-10
JP2018048135A (ja) 2018-03-29
US10406514B2 (en) 2019-09-10
CN104030950A (zh) 2014-09-10
US20140357903A1 (en) 2014-12-04
ES2628755T3 (es) 2017-08-03
US9416100B2 (en) 2016-08-16
WO2010106364A3 (en) 2011-06-30
US20160271599A1 (en) 2016-09-22
EP2805765A1 (en) 2014-11-26
CN102395427A (zh) 2012-03-28
JP6510848B2 (ja) 2019-05-08
JP5721695B2 (ja) 2015-05-20
CN104030950B (zh) 2017-01-04
SI2805765T1 (sl) 2021-04-30
JP2015157819A (ja) 2015-09-03
CN106466641A (zh) 2017-03-01
EP2408557B1 (en) 2017-03-15
EP2408557A2 (en) 2012-01-25
ES2863542T3 (es) 2021-10-11
EP2805765B1 (en) 2020-12-23
SI2408557T1 (sl) 2017-05-31

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