TWI856452B - －溴錯合物 - Google Patents

－溴錯合物 Download PDF

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TWI856452B
TWI856452B TW111147943A TW111147943A TWI856452B TW I856452 B TWI856452 B TW I856452B TW 111147943 A TW111147943 A TW 111147943A TW 111147943 A TW111147943 A TW 111147943A TW I856452 B TWI856452 B TW I856452B
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complex
xanthene
alkyl
aryl
iodine
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卡羅琳 史耐德
雷夫 傑克斯泰爾
馬席爾斯 貝勒
羅柏特 法蘭克
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德商贏創艾森諾公司
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    • 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
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    • 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
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    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
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    • 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
    • C—CHEMISTRY; METALLURGY
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    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
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    • 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
    • B01J2231/30—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
    • 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
    • B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
    • 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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  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
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Abstract

Pt- -碘錯合物及Pt-

Description

Ｐｔ－－碘錯合物及Ｐｔ－－溴錯合物
本發明係關於一種Pt- -碘錯合物及Pt- -溴錯合物，及其用於催化氫甲醯化反應之用途。
C. Botteghi等人於Journal of Molecular Catalysis A: Chemical 200, (2003), 147-156描述使用Pt(Xantphos)Cl 2進行2-甲苯磺醯氧基苯乙烯之氫甲醯化。
本發明所欲解決之問題在於提供一種新穎的錯合物。相較於先前技術中所述之Pt與Cl 2之錯合物，此處之錯合物在氫甲醯化反應的催化中提供提高的產率。
該目的係藉由如請求項1之錯合物來達到。
一種錯合物，其包含： a)Pt； b)符合式(I)之配位基： ， 其中R 1、R 2、R 3、R 4、R 5、R 6、R 7、R 8係選自：-H、-(C 1-C 12)-烷基、-(C 6-C 20)-芳基，及 R 9、R 10係選自：-(C 1-C 12)-烷基、-(C 6-C 20)-芳基， 且若R 1、R 2、R 3、R 4、R 5、R 6、R 7、R 8、R 9、R 10係-(C 6-C 20)-芳基，則該芳基環可具有選自下列之取代基：-(C 1-C 12)-烷基、-O-(C 1-C 12)-烷基； c)碘配位基或溴配位基。
表述(C 1-C 12)-烷基涵蓋具有1至12個碳原子之直鏈及支鏈烷基。彼等較佳係(C 1-C 8)-烷基，更佳係(C 1-C 6)-烷基，最佳係(C 1-C 4)-烷基。
合適的(C 1-C 12)-烷基尤其是甲基、乙基、丙基、異丙基、正丁基、異丁基、二級丁基、三級丁基、正戊基、2-戊基、2-甲基丁基、3-甲基丁基、1,2-二甲基丙基、1,1-二甲基丙基、2,2-二甲基丙基、1-乙基丙基、正己基、2-己基、2-甲基戊基、3-甲基戊基、4-甲基戊基、1,1-二甲基丁基、1,2-二甲基丁基、2,2-二甲基丁基、1,3-二甲基丁基、2,3-二甲基丁基、3,3-二甲基丁基、1,1,2-三甲基丙基、1,2,2-三甲基丙基、1-乙基丁基、1-乙基-2-甲基丙基、正庚基、2-庚基、3-庚基、2-乙基戊基、1-丙基丁基、正辛基、2-乙基己基、2-丙基庚基、壬基、癸基。
表述(C 6-C 20)-芳基涵蓋具有6至20個碳原子之單環或多環芳族烴基。彼等較佳係(C 6-C 14)-芳基，更佳係(C 6-C 10)-芳基。
合適的(C 6-C 20)-芳基尤其是苯基、萘基、茚基、茀基、蒽基、菲基、稠四苯基(naphthacenyl)、基、芘基、蔻基(coronenyl)。較佳的(C 6-C 20)-芳基係苯基、萘基及蒽基。
在一個實施例中，R 2、R 3、R 5、R 6、R 7、R 8係選自：-(C 1-C 12)-烷基、-(C 6-C 20)-芳基。
在一個實施例中，R 5、R 6、R 7、R 8係-(C 6-C 20)-芳基。
在一個實施例中，R 5及R 6係不同的基團，並且R 7及R 8係不同的基團。
在一個實施例中，R 2及R 3係-(C 1-C 12)-烷基。
在一個實施例中，R 2及R 3係-CH 3。
在一個實施例中，R 1及R 4係-H。
在一個實施例中，R 9及R 10係-(C 1-C 12)-烷基。
在一個實施例中，R 9及R 10係- tBu。
在一個實施例中，符合式(I)之配位基具有結構(1)： 。
在一個實施例中，錯合物具有恰好一個符合式(I)之配位基。
在一個實施例中，錯合物具有至少二個碘配位基。
在一個實施例中，錯合物具有恰好二個碘配位基。
在一個實施例中，錯合物具有至少二個溴配位基。
在一個實施例中，錯合物具有恰好二個溴配位基。
除了錯合物本身，其用於催化氫甲醯化反應之用途亦為所請。
如上所述之錯合物用於催化氫甲醯化反應之用途。
下文將參考工作實例詳細闡明本發明。
實驗描述
將小瓶裝有PtX 2(X=鹵素)、配位基、及烘乾的(oven-dried)攪拌棒。然後用隔膜(經PTFE塗覆之苯乙烯-丁二烯橡膠)及酚樹脂蓋來密封小瓶。將小瓶抽真空並用氬氣重新填充三次。使用注射器將甲苯及1-辛烯添加至小瓶中。將小瓶置於合金板中，將其在氬氣氣氛下轉移至來自Parr Instruments的4560系列之高壓釜。用CO/H 2吹掃高壓釜三次後，在室溫下將合成氣壓力增加至40巴。反應在80°C下進行18小時。反應結束時，將高壓釜冷卻至室溫並小心減壓。產率及選擇性係藉由GC分析來判定。 鹵素之變化
反應條件： 1.0 mmol的1-辛烯、0.5 mol%的PtX 2、2.0當量的配位基(1)，溶劑：甲苯，p(CO/H 2)：40巴，T：80°C，t：18小時。
產率：
如實驗結果所示，該目的係藉由根據本發明之錯合物來達到。

Claims (1)

  1. 一種錯合物用於催化氫甲醯化反應之用途，其中該錯合物包含：a)Pt；b)符合式(I)之配位基：
    Figure 111147943-A0305-02-0009-1
     其中R1、R2、R3、R4、R5、R6、R7、R8係選自：-H、-(C1-C12)-烷基、-(C6-C20)-芳基，及R9、R10係選自：-(C1-C12)-烷基、-(C6-C20)-芳基，且若R1、R2、R3、R4、R5、R6、R7、R8、R9、R10係-(C6-C20)-芳基，則該芳基環可具有選自下列之取代基：-(C1-C12)-烷基、-O-(C1-C12)-烷基；c)碘配位基或溴配位基。
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Publication number Priority date Publication date Assignee Title
EP4198001B1 (de) 2021-12-17 2024-05-22 Evonik Oxeno GmbH & Co. KG Pt-biphenyl-iod-komplex und pt-biphenyl-brom-komplex
EP4198000B1 (de) * 2021-12-17 2026-02-04 Evonik Oxeno GmbH & Co. KG Pt-xanthen-brom-komplex

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
TW200835678A (en) * 2006-11-30 2008-09-01 Basf Ag Process for the hydroformylation of olefins
TW201041844A (en) * 2009-05-07 2010-12-01 Celanese Int Corp Vinyl ester production from acetylene and carboxylic acid utilizing homogeneous catalyst
CN102177167A (zh) * 2008-11-06 2011-09-07 科莱恩金融(Bvi)有限公司 制备单羟基官能化的二烷基次膦酸、二烷基次膦酸酯和二烷基次膦酸盐的方法以及它们的用途
WO2017191310A1 (de) * 2016-05-06 2017-11-09 Basf Se P-chirale phosphinliganden und deren verwendung zur asymmetrischen synthese

Family Cites Families (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1368434A (en) * 1971-11-18 1974-09-25 Ici Ltd Hydroformylation of propylene
US3981925A (en) * 1972-05-08 1976-09-21 Texaco Inc. Selective hydroformylation process using homogeneous catalysts
JPS5350102A (en) * 1976-10-14 1978-05-08 Mitsui Petrochem Ind Ltd Preparation of aldehydes
DE10046026A1 (de) * 2000-09-18 2002-03-28 Basf Ag Verfahren zur Hydroformylierung, Xanthen-verbrückte Liganden und Katalysator, umfassend einen Komplex dieser Liganden
JP5493497B2 (ja) * 2009-02-23 2014-05-14 三菱化学株式会社 アルコールの製造方法
PL3318569T3 (pl) * 2016-11-08 2020-03-31 Evonik Degussa Gmbh Bisfosfoniany z jednostkami 2,4-tert.-butylofenylu i ich zastosowanie jako ligandów w hydroformylowaniu
EP4198012B1 (de) 2021-12-17 2024-05-15 Evonik Oxeno GmbH & Co. KG Verfahren zur hydroformylierung von olefinen unter einsatz von pt und iod oder brom
ES2991131T3 (es) 2021-12-17 2024-12-03 Evonik Oxeno Gmbh & Co Kg Procedimiento para la hidroformilación de olefinas bajo uso de Pt y bromo
EP4198008B1 (de) 2021-12-17 2024-07-31 Evonik Oxeno GmbH & Co. KG Verfahren zur hydroformylierung von olefinen unter einsatz von pt und iod
JP7474310B2 (ja) 2021-12-17 2024-04-24 エボニック オクセノ ゲーエムベーハー ウント コー． カーゲー Ｐｔとキサントフォスを用いるオレフィンのヒドロホルミル化方法
JP7503119B2 (ja) 2021-12-17 2024-06-19 エボニック オクセノ ゲーエムベーハー ウント コー． カーゲー Ｐｔ－キサントフォス－ヨウ素錯体及びＰｔ－キサントフォス－臭素錯体
ES2992252T3 (es) 2021-12-17 2024-12-11 Evonik Oxeno Gmbh & Co Kg Procedimiento para la hidroformilación de olefinas empleando Pt y DPEfos
EP4198001B1 (de) 2021-12-17 2024-05-22 Evonik Oxeno GmbH & Co. KG Pt-biphenyl-iod-komplex und pt-biphenyl-brom-komplex
EP4198000B1 (de) 2021-12-17 2026-02-04 Evonik Oxeno GmbH & Co. KG Pt-xanthen-brom-komplex
EP4198040B1 (de) 2021-12-17 2025-07-02 Evonik Oxeno GmbH & Co. KG Pt-dpephos-iod-komplex und pt-dpephos-brom-komplex

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
TW200835678A (en) * 2006-11-30 2008-09-01 Basf Ag Process for the hydroformylation of olefins
CN102177167A (zh) * 2008-11-06 2011-09-07 科莱恩金融(Bvi)有限公司 制备单羟基官能化的二烷基次膦酸、二烷基次膦酸酯和二烷基次膦酸盐的方法以及它们的用途
TW201041844A (en) * 2009-05-07 2010-12-01 Celanese Int Corp Vinyl ester production from acetylene and carboxylic acid utilizing homogeneous catalyst
WO2017191310A1 (de) * 2016-05-06 2017-11-09 Basf Se P-chirale phosphinliganden und deren verwendung zur asymmetrischen synthese

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
期刊 Carlo Botteghi et al., "Synthesis of 2-Chromanol by Hydroformylation of 2-Hydroxystyrene Derivatives", Journal of Molecular Catalysis A: Chemical, Vol. 200, No. 1-2, Elsevier, 2 June, 2003, page 147–156.;期刊 György Petöcz et al., "Xantphos as cis- and trans-Chelating Ligand in Square-planar platinum(II) Complexes. Hydroformylation of Styrene with Platinum–Xantphos–Tin(II)Chloride System", Journal of Organometallic Chemistry, Vol. 689, No. 7, Elsevier, 1 Apr, 2004, page 1188–1193.;期刊 Patric Meessen, Dieter Vogt, and Wilhelm Keim, "Highly Regioselective Hydroformylation of Internal, Functionalized Olefins Applying Pt/Sn Complexes with Large Bite Angle Diphosphines", Journal of Organometallic Chemistry, Vol. 551, No. 1-2, Elsevier, 30 Jan, 1998, page 165–170.;期刊 Lars A. van der Veen et al., "Wide Bite Angle Amine, Arsine and Phosphine Ligands in Rhodium-and Platinum/Tin-Catalysed Hydroformylation", J. Chem. Soc., Dalton Trans., Vol. 13, Royal Society of Chemistry, 1 Jan, 2000, page 2105 *
期刊 Lars A. van der Veen et al., "Wide Bite Angle Amine, Arsine and Phosphine Ligands in Rhodium-and Platinum/Tin-Catalysed Hydroformylation", J. Chem. Soc., Dalton Trans., Vol. 13, Royal Society of Chemistry, 1 Jan, 2000, page 2105–2112.

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CN116265480A (zh) 2023-06-20
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KR102849233B1 (ko) 2025-08-22
US11912726B2 (en) 2024-02-27
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JP7491987B2 (ja) 2024-05-28
US20230192742A1 (en) 2023-06-22
SA122440887B1 (ar) 2024-01-24
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