BR112016022886A2 - hidrogenação homogênea de ésteres utilizando um complexo de ferro como catalisador - Google Patents

hidrogenação homogênea de ésteres utilizando um complexo de ferro como catalisador

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Publication number
BR112016022886A2
BR112016022886A2 BR112016022886A BR112016022886A BR112016022886A2 BR 112016022886 A2 BR112016022886 A2 BR 112016022886A2 BR 112016022886 A BR112016022886 A BR 112016022886A BR 112016022886 A BR112016022886 A BR 112016022886A BR 112016022886 A2 BR112016022886 A2 BR 112016022886A2
Authority
BR
Brazil
Prior art keywords
catalyst
hydrogenation
esters
iron complex
homogeneous hydrogenation
Prior art date
Application number
BR112016022886A
Other languages
English (en)
Inventor
Guan Hairong
Dai Huiguang
Steven Gibson Michael
Thomas Fairweather Neil
Bhattacharya Papri
Chakraborty Sumit
Original Assignee
Procter & Gamble
Univ Cincinnati
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 Procter & Gamble, Univ Cincinnati filed Critical Procter & Gamble
Publication of BR112016022886A2 publication Critical patent/BR112016022886A2/pt

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Classifications

    • 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
    • B01J31/2461Cyclic 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 ring members in the condensed ring system or in a further ring
    • B01J31/2471Cyclic 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 ring members in the condensed ring system or in a further ring with more than one complexing phosphine-P atom
    • B01J31/2476Cyclic 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 ring members in the condensed ring system or in a further ring with more than one complexing phosphine-P atom comprising aliphatic or saturated rings
    • 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
    • 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
    • B01J31/20Carbonyls
    • 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
    • B01J31/22Organic complexes
    • B01J31/2282Unsaturated compounds used as ligands
    • B01J31/2295Cyclic compounds, e.g. cyclopentadienyls
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • 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
    • C07C29/147Preparation 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 carboxylic acids or derivatives thereof
    • C07C29/149Preparation 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 carboxylic acids or derivatives thereof with hydrogen or hydrogen-containing gases
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C37/00Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C41/00Preparation of ethers; Preparation of compounds having groups, groups or groups
    • C07C41/01Preparation of ethers
    • C07C41/18Preparation of ethers by reactions not forming ether-oxygen bonds
    • C07C41/26Preparation of ethers by reactions not forming ether-oxygen bonds by introduction of hydroxy or O-metal groups
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • 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
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • 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)
    • 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
    • B01J2531/0244Pincer-type complexes, i.e. consisting of a tridentate skeleton bound to a metal, e.g. by one to three metal-carbon sigma-bonds
    • 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
    • B01J2531/80Complexes comprising metals of Group VIII as the central metal
    • B01J2531/84Metals of the iron group
    • B01J2531/842Iron

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Inorganic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Catalysts (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

a presente invenção refere-se à hidrogenação homogênea de carbonilas orgânicas, especialmente de ésteres, sob condições relativamente moderadas com o uso de complexos catalisadores de hidrido-boro-hidreto de ferro que têm ligantes pinça de amino-fosfina. o catalisador e o processo são bem adequados para catalisar a hidrogenação de uma ampla variedade de carbonilas orgânicas, como a hidrogenação de éster de ácido graxo para álcoois. em modalidades específicas, o processo pode ser realizado na ausência de solvente.
BR112016022886A 2014-03-31 2015-03-26 hidrogenação homogênea de ésteres utilizando um complexo de ferro como catalisador BR112016022886A2 (pt)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US201461972927P 2014-03-31 2014-03-31
PCT/US2015/022708 WO2015153276A1 (en) 2014-03-31 2015-03-26 Homogeneous hydrogenation of esters employing a complex of iron as catalyst

Publications (1)

Publication Number Publication Date
BR112016022886A2 true BR112016022886A2 (pt) 2017-10-10

Family

ID=52988433

Family Applications (1)

Application Number Title Priority Date Filing Date
BR112016022886A BR112016022886A2 (pt) 2014-03-31 2015-03-26 hidrogenação homogênea de ésteres utilizando um complexo de ferro como catalisador

Country Status (9)

Country Link
US (1) US20150274621A1 (pt)
EP (1) EP3126314A1 (pt)
JP (1) JP2017512795A (pt)
CN (1) CN106163662A (pt)
BR (1) BR112016022886A2 (pt)
CA (1) CA2940281A1 (pt)
MX (1) MX2016012836A (pt)
PH (1) PH12016501840A1 (pt)
WO (1) WO2015153276A1 (pt)

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
MX2019012177A (es) * 2017-04-11 2019-12-19 Hoffmann La Roche Compuestos de complejos metalicos quirales.
US10266466B2 (en) * 2017-08-02 2019-04-23 Eastman Chemical Company Iron-catalyzed transfer hydrogenation of esters to alcohols
US10570081B2 (en) 2017-08-02 2020-02-25 Eastman Chemical Company Process for making formic acid utilizing lower-boiling formate esters
US10544077B2 (en) 2017-08-02 2020-01-28 Eastman Chemical Company Process for making formic acid utilizing higher-boiling formate esters
US10266467B2 (en) * 2017-08-02 2019-04-23 Eastman Chemical Company Synthesis of glycols via transfer hydrogenation of alpha-functional esters with alcohols
US10435349B2 (en) 2017-08-02 2019-10-08 Eastman Chemical Company Iron-catalyzed cross-coupling of methanol with secondary or tertiary alcohols to produce formate esters
US20190039990A1 (en) * 2017-08-02 2019-02-07 Eastman Chemical Company Homogeneous iron catalysts for the conversion of methanol to methyl formate and hydrogen
US10590062B1 (en) * 2018-11-13 2020-03-17 Eastman Chemical Company Iron-catalyzed selective production of methyl esters from aldehydes
CN109734643B (zh) * 2019-02-28 2021-05-14 陕西师范大学 铁催化氨基醇与烯醇合成吡咯啉类化合物的方法

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2004096735A2 (en) * 2003-05-02 2004-11-11 Kamaluddin Abdur-Rashid Transfer hydrogenation processes and catalysts
CN102177170B (zh) * 2009-10-23 2014-06-11 高砂香料工业株式会社 具有三齿配体的新型羰基钌配合物、其制备方法和用途
JP2012224600A (ja) * 2011-04-22 2012-11-15 Takasago Internatl Corp 2−メントキシエタノールの製造方法
CN105829330B (zh) * 2013-12-18 2019-08-16 弗门尼舍有限公司 使用Fe/三齿配体络合物对酯的氢化
EP3092075A4 (en) * 2014-01-08 2017-10-18 The Governing Council Of The University Of Toronto Iron(ii) catalysts containing tridentate pnp ligands, their synthesis, and use thereof

Also Published As

Publication number Publication date
CN106163662A (zh) 2016-11-23
EP3126314A1 (en) 2017-02-08
US20150274621A1 (en) 2015-10-01
JP2017512795A (ja) 2017-05-25
MX2016012836A (es) 2017-05-09
PH12016501840A1 (en) 2016-12-19
WO2015153276A1 (en) 2015-10-08
CA2940281A1 (en) 2015-10-08

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B11B Dismissal acc. art. 36, par 1 of ipl - no reply within 90 days to fullfil the necessary requirements