JP7787907B2 - 一酸化炭素フリーの雰囲気下でのロジウム錯体を用いたジエナールまたはジエノンの水素化 - Google Patents

一酸化炭素フリーの雰囲気下でのロジウム錯体を用いたジエナールまたはジエノンの水素化

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Publication number
JP7787907B2
JP7787907B2 JP2023563968A JP2023563968A JP7787907B2 JP 7787907 B2 JP7787907 B2 JP 7787907B2 JP 2023563968 A JP2023563968 A JP 2023563968A JP 2023563968 A JP2023563968 A JP 2023563968A JP 7787907 B2 JP7787907 B2 JP 7787907B2
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group
optionally substituted
hydrogen atom
formula
represent
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JP2024515186A (ja
JP2024515186A5 (enExample
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ソーダン リオネル
カンテーヌ ジュリー
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Firmenich SA
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/20—Unsaturated compounds containing keto groups bound to acyclic carbon atoms
    • C07C49/213—Unsaturated compounds containing keto groups bound to acyclic carbon atoms containing six-membered aromatic rings
    • C07C49/217—Unsaturated compounds containing keto groups bound to acyclic carbon atoms containing six-membered aromatic rings having unsaturation outside the aromatic rings
    • 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
    • B01J31/1616—Coordination complexes, e.g. organometallic complexes, immobilised on an inorganic support, e.g. ship-in-a-bottle type catalysts
    • 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
    • B01J31/2495—Ligands 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
    • C—CHEMISTRY; METALLURGY
    • 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
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/62—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by hydrogenation of carbon-to-carbon double or triple bonds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C47/00—Compounds having —CHO groups
    • C07C47/20—Unsaturated compounds having —CHO groups bound to acyclic carbon atoms
    • C07C47/228—Unsaturated compounds having —CHO groups bound to acyclic carbon atoms containing six-membered aromatic rings, e.g. phenylacetaldehyde
    • C07C47/232—Unsaturated compounds having —CHO groups bound to acyclic carbon atoms containing six-membered aromatic rings, e.g. phenylacetaldehyde having unsaturation outside the aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/20—Unsaturated compounds containing keto groups bound to acyclic carbon atoms
    • C07C49/203—Unsaturated compounds containing keto groups bound to acyclic carbon atoms with only carbon-to-carbon double bonds as unsaturation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/20—Unsaturated compounds containing keto groups bound to acyclic carbon atoms
    • C07C49/21—Unsaturated compounds containing keto groups bound to acyclic carbon atoms containing rings other than six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/20—Unsaturated compounds containing keto groups bound to acyclic carbon atoms
    • C07C49/213—Unsaturated compounds containing keto groups bound to acyclic carbon atoms containing six-membered aromatic rings
    • C07C49/217—Unsaturated compounds containing keto groups bound to acyclic carbon atoms containing six-membered aromatic rings having unsaturation outside the aromatic rings
    • C07C49/223—Unsaturated compounds containing keto groups bound to acyclic carbon atoms containing six-membered aromatic rings having unsaturation outside the aromatic rings polycyclic
    • 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
    • B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
    • B01J2231/60—Reduction reactions, e.g. hydrogenation
    • 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)
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2531/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • C07C2531/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • C07C2531/24—Phosphines
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/06—Systems containing only non-condensed rings with a five-membered ring
    • C07C2601/08—Systems containing only non-condensed rings with a five-membered ring the ring being saturated
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/06—Systems containing only non-condensed rings with a five-membered ring
    • C07C2601/10—Systems containing only non-condensed rings with a five-membered ring the ring being unsaturated
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/14—The ring being saturated
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/16—Systems containing only non-condensed rings with a six-membered ring the ring being unsaturated

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)
JP2023563968A 2021-04-19 2022-04-12 一酸化炭素フリーの雰囲気下でのロジウム錯体を用いたジエナールまたはジエノンの水素化 Active JP7787907B2 (ja)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
EP21169049.0 2021-04-19
EP21169049 2021-04-19
PCT/EP2022/059703 WO2022223363A1 (en) 2021-04-19 2022-04-12 Hydrogenation of dienals or dienones with rhodium complexes under carbon monoxide free atmosphere

Publications (3)

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JP2024515186A JP2024515186A (ja) 2024-04-05
JP2024515186A5 JP2024515186A5 (enExample) 2025-02-26
JP7787907B2 true JP7787907B2 (ja) 2025-12-17

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JP2023563968A Active JP7787907B2 (ja) 2021-04-19 2022-04-12 一酸化炭素フリーの雰囲気下でのロジウム錯体を用いたジエナールまたはジエノンの水素化

Country Status (6)

Country Link
US (1) US20240208891A1 (enExample)
EP (1) EP4294783B1 (enExample)
JP (1) JP7787907B2 (enExample)
CN (1) CN117157273A (enExample)
ES (1) ES3053761T3 (enExample)
WO (1) WO2022223363A1 (enExample)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN119212972A (zh) * 2022-01-13 2024-12-27 巴斯夫欧洲公司 用于二烯酮的选择性催化氢化的方法
WO2026032797A1 (en) 2024-08-05 2026-02-12 Firmenich Sa Selective hydrogenation of conjugated dienes
CN120132913B (zh) * 2025-05-15 2025-07-15 北京众智创新科技开发有限公司 一种氢甲酰化合成丁醛的催化剂体系及其应用

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2014516916A (ja) 2011-02-22 2014-07-17 フイルメニツヒ ソシエテ アノニム 一酸化炭素を含まない雰囲気下でのロジウム錯体によるジエナールの水素化
CN109851486A (zh) 2018-12-20 2019-06-07 万华化学集团股份有限公司 一种钌络合物选择性氢化二烯酮的方法

Family Cites Families (5)

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Publication number Priority date Publication date Assignee Title
FR2396735A1 (fr) * 1977-07-04 1979-02-02 Rhone Poulenc Ind Procede de preparation de citronellal optiquement actif
DE102004049631A1 (de) * 2004-10-11 2006-04-20 Basf Ag Verfahren zur Herstellung optisch aktiver Carbonylverbindungen
DE102013103563A1 (de) * 2013-04-10 2014-10-16 Basf Se Verfahren zur Herstellung von Citronellal
US9573871B2 (en) * 2014-06-12 2017-02-21 The Florida State University Research Foundation, Inc. Stereo controlled synthesis of (E,Z)-dienals via tandem Rh(I) catalyzed propargyl claisen rearrangement
CN111871429B (zh) * 2020-08-28 2022-07-12 万华化学集团股份有限公司 一种雷尼催化剂及其制备方法，一种α,γ-二烯酮制备γ-烯酮的方法

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2014516916A (ja) 2011-02-22 2014-07-17 フイルメニツヒ ソシエテ アノニム 一酸化炭素を含まない雰囲気下でのロジウム錯体によるジエナールの水素化
CN109851486A (zh) 2018-12-20 2019-06-07 万华化学集团股份有限公司 一种钌络合物选择性氢化二烯酮的方法

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Publication number Publication date
JP2024515186A (ja) 2024-04-05
WO2022223363A1 (en) 2022-10-27
CN117157273A (zh) 2023-12-01
EP4294783B1 (en) 2025-10-15
US20240208891A1 (en) 2024-06-27
ES3053761T3 (en) 2026-01-26
EP4294783A1 (en) 2023-12-27

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