IT1286497B1 - Difosfine di tipo misto eteroariliche-ariliche come leganti chirali, relativi complessi con metalli di transizione e impiego di detti - Google Patents

Difosfine di tipo misto eteroariliche-ariliche come leganti chirali, relativi complessi con metalli di transizione e impiego di detti

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Publication number
IT1286497B1
IT1286497B1 IT96MI002424A ITMI962424A IT1286497B1 IT 1286497 B1 IT1286497 B1 IT 1286497B1 IT 96MI002424 A IT96MI002424 A IT 96MI002424A IT MI962424 A ITMI962424 A IT MI962424A IT 1286497 B1 IT1286497 B1 IT 1286497B1
Authority
IT
Italy
Prior art keywords
reactions
chiral
pct
complexes
diphosphines
Prior art date
Application number
IT96MI002424A
Other languages
English (en)
Inventor
Francesco Sannicolo'
Tiziana Benincori
Patrizia Antognazza
Serafino Gladiali
Original Assignee
Italfarmaco Sud Spa
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 Italfarmaco Sud Spa filed Critical Italfarmaco Sud Spa
Publication of ITMI962424A0 publication Critical patent/ITMI962424A0/it
Priority to IT96MI002424A priority Critical patent/IT1286497B1/it
Priority to US09/308,420 priority patent/US6153758A/en
Priority to EP97951200A priority patent/EP0941231B1/en
Priority to AT97951200T priority patent/ATE239029T1/de
Priority to PCT/EP1997/006358 priority patent/WO1998022484A1/en
Priority to ES97951200T priority patent/ES2200208T3/es
Priority to JP52318598A priority patent/JP2001505560A/ja
Priority to DE69721560T priority patent/DE69721560T2/de
Publication of ITMI962424A1 publication Critical patent/ITMI962424A1/it
Application granted granted Critical
Publication of IT1286497B1 publication Critical patent/IT1286497B1/it

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    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/24—Phosphines, 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
    • B01J31/2404—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring
    • B01J31/2442—Cyclic 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
    • B01J31/2447—Cyclic 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
    • B01J31/2452—Cyclic 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
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/18—Catalysts 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
    • B01J31/1845—Catalysts 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
    • B01J31/1865—Phosphonites (RP(OR)2), their isomeric phosphinates (R2(RO)P=O) and RO-substitution derivatives thereof
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/18—Catalysts 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
    • B01J31/1845—Catalysts 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
    • B01J31/1875—Phosphinites (R2P(OR), their isomeric phosphine oxides (R3P=O) and RO-substitution derivatives thereof)
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/24—Phosphines, 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
    • B01J31/2404—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring
    • B01J31/2409—Cyclic 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B53/00—Asymmetric syntheses
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    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/49—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reaction with carbon monoxide
    • C07C45/50—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reaction with carbon monoxide by oxo-reactions
    • C07C45/505—Asymmetric hydroformylation
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    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F15/00—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
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    • C07F15/0033—Iridium compounds
    • C07F15/004—Iridium compounds without a metal-carbon linkage
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    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F15/00—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
    • C07F15/0006—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table compounds of the platinum group
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    • C07F15/0053—Ruthenium compounds without a metal-carbon linkage
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    • C07F15/0066—Palladium compounds without a metal-carbon linkage
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    • C07F15/0006—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table compounds of the platinum group
    • C07F15/0073—Rhodium compounds
    • C07F15/008—Rhodium compounds without a metal-carbon linkage
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    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F15/00—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
    • C07F15/0006—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table compounds of the platinum group
    • C07F15/0086—Platinum compounds
    • C07F15/0093—Platinum compounds without a metal-carbon linkage
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    • C07—ORGANIC CHEMISTRY
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    • C07F15/00—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
    • C07F15/04—Nickel compounds
    • C07F15/045—Nickel compounds without a metal-carbon linkage
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
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    • C07F17/00—Metallocenes
    • C07F17/02—Metallocenes of metals of Groups 8, 9 or 10 of the Periodic Table
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    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/655—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having oxygen atoms, with or without sulfur, selenium, or tellurium atoms, as the only ring hetero atoms
    • C07F9/65515—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having oxygen atoms, with or without sulfur, selenium, or tellurium atoms, as the only ring hetero atoms the oxygen atom being part of a five-membered ring
    • C07F9/65517—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having oxygen atoms, with or without sulfur, selenium, or tellurium atoms, as the only ring hetero atoms the oxygen atom being part of a five-membered ring condensed with carbocyclic rings or carbocyclic ring systems
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    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/6553—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having sulfur atoms, with or without selenium or tellurium atoms, as the only ring hetero atoms
    • C07F9/655345—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having sulfur atoms, with or without selenium or tellurium atoms, as the only ring hetero atoms the sulfur atom being part of a five-membered ring
    • C07F9/655354—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having sulfur atoms, with or without selenium or tellurium atoms, as the only ring hetero atoms the sulfur atom being part of a five-membered ring condensed with carbocyclic rings or carbocyclic ring systems
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    • B01J2231/30—Addition reactions at carbon centres, i.e. to either C-C or C-X multiple bonds
    • B01J2231/32—Addition reactions to C=C or C-C triple bonds
    • B01J2231/321—Hydroformylation, metalformylation, carbonylation or hydroaminomethylation
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    • B01J2231/32—Addition reactions to C=C or C-C triple bonds
    • B01J2231/323—Hydrometalation, e.g. bor-, alumin-, silyl-, zirconation or analoguous reactions like carbometalation, hydrocarbation
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    • B01J2231/40—Substitution reactions at carbon centres, e.g. C-C or C-X, i.e. carbon-hetero atom, cross-coupling, C-H activation or ring-opening reactions
    • B01J2231/42—Catalytic cross-coupling, i.e. connection of previously not connected C-atoms or C- and X-atoms without rearrangement
    • B01J2231/4205—C-C cross-coupling, e.g. metal catalyzed or Friedel-Crafts type
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    • B01J2231/64—Reductions in general of organic substrates, e.g. hydride reductions or hydrogenations
    • B01J2231/641—Hydrogenation of organic substrates, i.e. H2 or H-transfer hydrogenations, e.g. Fischer-Tropsch processes
    • B01J2231/643—Hydrogenation 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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    • B01J2231/645—Hydrogenation 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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    • B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/02—Compositional aspects of complexes used, e.g. polynuclearity
    • B01J2531/0286—Complexes comprising ligands or other components characterized by their function
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    • B01J2531/80—Complexes comprising metals of Group VIII as the central metal
    • B01J2531/82—Metals of the platinum group
    • B01J2531/821—Ruthenium
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    • B01J2531/80—Complexes comprising metals of Group VIII as the central metal
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    • B01J2531/82—Metals of the platinum group
    • B01J2531/827—Iridium
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    • B01J2531/80—Complexes comprising metals of Group VIII as the central metal
    • B01J2531/82—Metals of the platinum group
    • B01J2531/828—Platinum
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  • Inorganic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
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  • Health & Medical Sciences (AREA)
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IT96MI002424A 1996-11-20 1996-11-20 Difosfine di tipo misto eteroariliche-ariliche come leganti chirali, relativi complessi con metalli di transizione e impiego di detti IT1286497B1 (it)

Priority Applications (8)

Application Number Priority Date Filing Date Title
IT96MI002424A IT1286497B1 (it) 1996-11-20 1996-11-20 Difosfine di tipo misto eteroariliche-ariliche come leganti chirali, relativi complessi con metalli di transizione e impiego di detti
PCT/EP1997/006358 WO1998022484A1 (en) 1996-11-20 1997-11-14 Heteroarylic-arylic diphosphines as chiral ligands
EP97951200A EP0941231B1 (en) 1996-11-20 1997-11-14 Heteroarylic-arylic diphosphines as chiral ligands
AT97951200T ATE239029T1 (de) 1996-11-20 1997-11-14 Heteroaryl-aryl diphosphine als chirale liganden
US09/308,420 US6153758A (en) 1996-11-20 1997-11-14 Heteroarylic-arylic diphosphines as chiral ligands
ES97951200T ES2200208T3 (es) 1996-11-20 1997-11-14 Difosfinas arilicas heteroarilicas como ligandos quirales.
JP52318598A JP2001505560A (ja) 1996-11-20 1997-11-14 キラル配位子としてのヘテロアリール―アリールジホスフィン
DE69721560T DE69721560T2 (de) 1996-11-20 1997-11-14 Heteroaryl-Aryl Diphosphine als chirale Liganden

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
IT96MI002424A IT1286497B1 (it) 1996-11-20 1996-11-20 Difosfine di tipo misto eteroariliche-ariliche come leganti chirali, relativi complessi con metalli di transizione e impiego di detti

Publications (3)

Publication Number Publication Date
ITMI962424A0 ITMI962424A0 (it) 1996-11-20
ITMI962424A1 ITMI962424A1 (it) 1998-05-20
IT1286497B1 true IT1286497B1 (it) 1998-07-15

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IT96MI002424A IT1286497B1 (it) 1996-11-20 1996-11-20 Difosfine di tipo misto eteroariliche-ariliche come leganti chirali, relativi complessi con metalli di transizione e impiego di detti

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US (1) US6153758A (it)
EP (1) EP0941231B1 (it)
JP (1) JP2001505560A (it)
AT (1) ATE239029T1 (it)
DE (1) DE69721560T2 (it)
ES (1) ES2200208T3 (it)
IT (1) IT1286497B1 (it)
WO (1) WO1998022484A1 (it)

Families Citing this family (18)

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Publication number Priority date Publication date Assignee Title
FR2778915B1 (fr) * 1998-05-20 2000-06-30 Rhone Poulenc Fibres Nouvelles furylphosphines et complexes organometalliques les comprenant
US6239237B1 (en) * 1999-04-22 2001-05-29 Nova Chemicals (International) S.A. Group 8, 9 or 10 transition metal catalyst for olefin polymerization
DE19918420A1 (de) * 1999-04-23 2000-10-26 Aventis Res & Tech Gmbh & Co Bidentate Organophosphorliganden und ihre Verwendung
GB9928222D0 (en) * 1999-11-30 2000-01-26 Univ Sheffield Chiral catalysts for asymmetric acylation and related transformations
FR2819250B1 (fr) 2001-01-05 2004-12-03 Rhodia Polyamide Intermediates Procede de fabrication de composes nitriles a partir de composes a insaturation ethylenique
DE10100708A1 (de) * 2001-01-10 2002-07-11 Oxeno Olefinchemie Gmbh Neue N-Phenylpyrrolbisphosphanverbindungen und deren Metallkomplexe
WO2004048334A1 (en) * 2002-11-26 2004-06-10 Pfizer Products Inc. Phenyl substituted piperidine compounds for use as ppar activators
KR100494811B1 (ko) * 2003-02-06 2005-06-13 한국화학연구원 라세믹 2-아릴프로피온산 유도체의 광학 분할방법
KR100453996B1 (ko) * 2003-02-06 2004-10-26 엔자이텍 주식회사 효소적 방법에 의한 광학활성 에틸 3-히드록시-3-페닐프로피오네이트 및 이의 에스테르 제조 방법
CA2560098A1 (en) * 2004-03-15 2005-09-22 Kyowa Hakko Kogyo Co., Ltd. 2-aminoquinazoline derivative
EP1595888A1 (en) * 2004-05-11 2005-11-16 Degussa AG Cycloolefin phosphine ligands and their use in catalysis
DE102004052725B4 (de) * 2004-10-27 2007-07-12 Technische Universität Chemnitz Verfahren zur Herstellung substituierter Phosphane und nach dem Verfahren hergestellte substituierte Phosphane
FR2926816B1 (fr) 2008-01-25 2010-05-14 Rhodia Operations Procede de fabrication de composes comprenant des fonctions nitriles
FR2932476B1 (fr) * 2008-06-17 2010-07-30 Rhodia Operations Procede de fabrication de composes nitriles a partir de composes a insaturation ethylenique
FR2932477B1 (fr) * 2008-06-17 2013-01-18 Rhodia Operations Procede de fabrication de composes nitriles a partir de composes a insaturation ethylenique
FR2937321B1 (fr) 2008-10-21 2010-10-22 Rhodia Operations Procede de fabrication de composes comprenant des fonctions nitriles
CN114956979B (zh) * 2022-06-06 2023-04-28 中国科学技术大学 一种甲苯合成苯乙酸的催化剂体系
CN115850336B (zh) * 2022-12-05 2024-07-23 四川大学 一种芳基-吡唑轴手性化合物及其制备方法和应用

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5274125A (en) * 1991-03-15 1993-12-28 Hoffmann-La Roche Inc. Chirale phosphines
US5739396A (en) * 1991-12-09 1998-04-14 Stanford University Asymmetric ligands useful for transition metal catalyzed bond forming reactions
DE4330730A1 (de) * 1993-09-10 1995-03-16 Bayer Ag Neue Bisphosphine für asymmetrische Hydrierkatalysatoren
IT1270082B (it) * 1994-07-12 1997-04-28 Univ Degli Studi Milano Difosfine eteroaromatiche come leganti chirali, complessi tra dette difosfine e metalli di transizione ed impiego di detti complessi come catalizzatori chirali

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DE69721560D1 (de) 2003-06-05
US6153758A (en) 2000-11-28
ITMI962424A0 (it) 1996-11-20
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