ATE424404T1 - Chirale phosphin- bzw. arsinliganden auf metallocenbasis - Google Patents

Chirale phosphin- bzw. arsinliganden auf metallocenbasis

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Publication number
ATE424404T1
ATE424404T1 AT05701880T AT05701880T ATE424404T1 AT E424404 T1 ATE424404 T1 AT E424404T1 AT 05701880 T AT05701880 T AT 05701880T AT 05701880 T AT05701880 T AT 05701880T AT E424404 T1 ATE424404 T1 AT E424404T1
Authority
AT
Austria
Prior art keywords
metallocene
chirality
ligands
chiral phosphine
phosphine
Prior art date
Application number
AT05701880T
Other languages
German (de)
English (en)
Inventor
Wei-Ping Chen
John Whittall
Original Assignee
Phoenix Chemicals Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Phoenix Chemicals Ltd filed Critical Phoenix Chemicals Ltd
Application granted granted Critical
Publication of ATE424404T1 publication Critical patent/ATE424404T1/de

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    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00Catalysts comprising hydrides, coordination complexes or organic compounds
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • 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
    • B01J31/1845Catalysts 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 phosphorus
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • 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
    • B01J31/1845Catalysts 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 phosphorus
    • B01J31/185Phosphites ((RO)3P), their isomeric phosphonates (R(RO)2P=O) and RO-substitution derivatives thereof
    • B01J31/186Mono- or diamide derivatives thereof
    • BPERFORMING OPERATIONS; TRANSPORTING
    • 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
    • B01J31/1845Catalysts 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 phosphorus
    • B01J31/1875Phosphinites (R2P(OR), their isomeric phosphine oxides (R3P=O) and RO-substitution derivatives thereof)
    • B01J31/188Amide derivatives thereof
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • 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
    • B01J31/189Catalysts 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 containing both nitrogen and phosphorus as complexing atoms, including e.g. phosphino moieties, in one at least bidentate or bridging ligand
    • BPERFORMING OPERATIONS; TRANSPORTING
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    • 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
    • B01J31/1895Catalysts 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 arsenic or antimony
    • BPERFORMING OPERATIONS; TRANSPORTING
    • 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
    • B01J31/22Organic complexes
    • B01J31/2282Unsaturated compounds used as ligands
    • B01J31/2295Cyclic compounds, e.g. cyclopentadienyls
    • BPERFORMING OPERATIONS; TRANSPORTING
    • 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
    • B01J31/24Phosphines, i.e. phosphorus bonded to only carbon atoms, or to both carbon and hydrogen atoms, including e.g. sp2-hybridised phosphorus compounds such as phosphabenzene, phosphole or anionic phospholide ligands
    • B01J31/2404Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring
    • BPERFORMING OPERATIONS; TRANSPORTING
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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
    • B01J31/24Phosphines, i.e. phosphorus bonded to only carbon atoms, or to both carbon and hydrogen atoms, including e.g. sp2-hybridised phosphorus compounds such as phosphabenzene, phosphole or anionic phospholide ligands
    • B01J31/2404Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring
    • B01J31/2409Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring with more than one complexing phosphine-P atom
    • BPERFORMING OPERATIONS; TRANSPORTING
    • 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
    • B01J31/24Phosphines, i.e. phosphorus bonded to only carbon atoms, or to both carbon and hydrogen atoms, including e.g. sp2-hybridised phosphorus compounds such as phosphabenzene, phosphole or anionic phospholide ligands
    • B01J31/2404Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring
    • B01J31/2442Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring comprising condensed ring systems
    • B01J31/2447Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring comprising condensed ring systems and phosphine-P atoms as substituents on a ring of the condensed system or on a further attached ring
    • B01J31/2452Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring comprising condensed ring systems and phosphine-P atoms as substituents on a ring of the condensed system or on a further attached ring with more than one complexing phosphine-P atom
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/24Phosphines, i.e. phosphorus bonded to only carbon atoms, or to both carbon and hydrogen atoms, including e.g. sp2-hybridised phosphorus compounds such as phosphabenzene, phosphole or anionic phospholide ligands
    • B01J31/2404Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring
    • B01J31/2442Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring comprising condensed ring systems
    • B01J31/2447Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring comprising condensed ring systems and phosphine-P atoms as substituents on a ring of the condensed system or on a further attached ring
    • B01J31/2452Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring comprising condensed ring systems and phosphine-P atoms as substituents on a ring of the condensed system or on a further attached ring with more than one complexing phosphine-P atom
    • B01J31/2457Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring comprising condensed ring systems and phosphine-P atoms as substituents on a ring of the condensed system or on a further attached ring with more than one complexing phosphine-P atom comprising aliphatic or saturated rings, e.g. Xantphos
    • BPERFORMING OPERATIONS; TRANSPORTING
    • 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
    • B01J31/24Phosphines, i.e. phosphorus bonded to only carbon atoms, or to both carbon and hydrogen atoms, including e.g. sp2-hybridised phosphorus compounds such as phosphabenzene, phosphole or anionic phospholide ligands
    • B01J31/2495Ligands comprising a phosphine-P atom and one or more further complexing phosphorus atoms covered by groups B01J31/1845 - B01J31/1885, e.g. phosphine/phosphinate or phospholyl/phosphonate ligands
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F17/00Metallocenes
    • CCHEMISTRY; METALLURGY
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    • C07F17/00Metallocenes
    • C07F17/02Metallocenes of metals of Groups 8, 9 or 10 of the Periodic Table
    • CCHEMISTRY; METALLURGY
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    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02Phosphorus compounds
    • C07F9/28Phosphorus compounds with one or more P—C bonds
    • C07F9/48Phosphonous acids [RP(OH)2] including [RHP(=O)(OH)]; Thiophosphonous acids including [RP(SH)2], [RHP(=S)(SH)]; Derivatives thereof
    • BPERFORMING OPERATIONS; TRANSPORTING
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    • 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
    • B01J2231/645Hydrogenation of organic substrates, i.e. H2 or H-transfer hydrogenations, e.g. Fischer-Tropsch processes of C=C or C-C triple bonds
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    • B01J2531/02Compositional aspects of complexes used, e.g. polynuclearity
    • B01J2531/0202Polynuclearity
    • B01J2531/0205Bi- or polynuclear complexes, i.e. comprising two or more metal coordination centres, without metal-metal bonds, e.g. Cp(Lx)Zr-imidazole-Zr(Lx)Cp
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    • B01J2531/822Rhodium
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AT05701880T 2004-01-14 2005-01-14 Chirale phosphin- bzw. arsinliganden auf metallocenbasis ATE424404T1 (de)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GBGB0400720.9A GB0400720D0 (en) 2004-01-14 2004-01-14 Novel ferrocene-based phosphorus chiral phosphines

Publications (1)

Publication Number Publication Date
ATE424404T1 true ATE424404T1 (de) 2009-03-15

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Family Applications (2)

Application Number Title Priority Date Filing Date
AT05701893T ATE404573T1 (de) 2004-01-14 2005-01-14 Verfahren zur herstellung von katalysatoren für asymmetrische umwandlungen
AT05701880T ATE424404T1 (de) 2004-01-14 2005-01-14 Chirale phosphin- bzw. arsinliganden auf metallocenbasis

Family Applications Before (1)

Application Number Title Priority Date Filing Date
AT05701893T ATE404573T1 (de) 2004-01-14 2005-01-14 Verfahren zur herstellung von katalysatoren für asymmetrische umwandlungen

Country Status (11)

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US (2) US20080281106A1 (enExample)
EP (2) EP1725570B1 (enExample)
JP (2) JP2007517849A (enExample)
CN (2) CN1914218A (enExample)
AT (2) ATE404573T1 (enExample)
AU (2) AU2005205229B2 (enExample)
CA (2) CA2553607A1 (enExample)
DE (2) DE602005008917D1 (enExample)
ES (2) ES2323717T3 (enExample)
GB (4) GB0400720D0 (enExample)
WO (2) WO2005068478A1 (enExample)

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US20060135804A1 (en) * 2004-12-21 2006-06-22 Boaz Neil W Tetradentate ligands and metal complexes thereof for asymmetric catalysis
GB0500700D0 (en) * 2005-01-14 2005-02-23 Stylacats Ltd Process for the manufacture of 2-alkyl-3-phenylpropionic acids and alcohols
GB0500702D0 (en) * 2005-01-14 2005-02-23 Stylacats Ltd Novel metallocene-based phosphorus chiral phosphines
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JP5209611B2 (ja) * 2006-05-23 2013-06-12 ソルヴィーアス アクチェンゲゼルシャフト 不斉付加反応、特に水素化における遷移金属触媒に使用されるキラルリガンド
JP5232989B2 (ja) * 2006-07-18 2013-07-10 国立大学法人豊橋技術科学大学 光学活性2,6−ビスアミノメチルピリジン誘導体とその製造方法およびその使用
JP5493346B2 (ja) * 2008-12-11 2014-05-14 東ソー株式会社 フェロセン誘導体およびその用途
PL2519100T3 (pl) 2009-12-29 2017-09-29 Mapi Pharma Limited Związki pośrednie i sposoby wytwarzania tapentadolu i pokrewnych związków
CN102775418B (zh) * 2012-06-11 2014-12-24 中国人民解放军第四军医大学 新型手性季铵盐相转移催化剂的合成及应用
CN104592313B (zh) * 2014-12-30 2017-08-25 陕西师范大学 基于二茂铁的双功能氢键有机催化剂及其制备方法和应用
CN104861001B (zh) * 2015-06-11 2017-08-04 河南省科学院化学研究所有限公司 一种二茂铁双膦配体的制备方法
EP3121179B1 (de) * 2015-07-23 2018-10-17 Evonik Degussa GmbH Ferrocenbasierte verbindungen und darauf basierende palladium-katalysatoren für die alkoxycarbonylierung ethylenisch ungesättigter verbindungen
ES2732998T3 (es) * 2016-07-19 2019-11-27 Evonik Operations Gmbh Ligandos 1,1'-bis(fosfino)ferroceno para la alcoxicarbonilación
CN109078653A (zh) * 2018-10-08 2018-12-25 浙江工业大学上虞研究院有限公司 手性二茂铁磷酸催化剂及其在不对称Friedel-Crafts反应中的应用
CN112824422B (zh) * 2019-11-21 2023-01-13 中国科学院大连化学物理研究所 一种手性二茂铁-吲哚双膦配体及其制备方法和其应用
CN114560893B (zh) * 2022-03-16 2024-02-06 中国科学院上海有机化学研究所 平面手性茂金属化合物、其合成方法及应用
CN116178455B (zh) * 2023-04-26 2023-08-18 江苏欣诺科催化剂股份有限公司 一种二茂铁类手性膦配体的制备方法

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EP1709054B1 (en) 2009-03-04
GB2410950B (en) 2009-05-20
CN1914217A (zh) 2007-02-14
CA2553607A1 (en) 2005-07-28
DE602005013062D1 (de) 2009-04-16
GB0400720D0 (en) 2004-02-18
EP1725570A1 (en) 2006-11-29
ATE404573T1 (de) 2008-08-15
GB2410950A (en) 2005-08-17
JP2007517850A (ja) 2007-07-05
DE602005008917D1 (de) 2008-09-25
JP2007517849A (ja) 2007-07-05
GB0905212D0 (en) 2009-05-13
CA2553608A1 (en) 2005-07-28
ES2313282T3 (es) 2009-03-01
US20080281106A1 (en) 2008-11-13
AU2005205224B2 (en) 2009-04-23
GB2410951B (en) 2009-07-22
WO2005068477A1 (en) 2005-07-28
WO2005068478A1 (en) 2005-07-28
AU2005205224A1 (en) 2005-07-28
US7994355B2 (en) 2011-08-09
GB0500704D0 (en) 2005-02-23
EP1709054A1 (en) 2006-10-11
GB0500701D0 (en) 2005-02-23
GB2410951A (en) 2005-08-17
EP1725570B1 (en) 2008-08-13
CN1914218A (zh) 2007-02-14
AU2005205229A1 (en) 2005-07-28
AU2005205229B2 (en) 2010-03-04
ES2323717T3 (es) 2009-07-23
US20070161762A1 (en) 2007-07-12

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