CN113861036A - 一种乙二胺高氯酸铜配合物的制备及用途 - Google Patents
一种乙二胺高氯酸铜配合物的制备及用途 Download PDFInfo
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- -1 ethylenediamine copper perchlorate Chemical compound 0.000 title claims abstract description 12
- 238000002360 preparation method Methods 0.000 title description 6
- 238000006243 chemical reaction Methods 0.000 claims abstract description 24
- 239000013078 crystal Substances 0.000 claims abstract description 16
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 claims abstract description 12
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims abstract description 8
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims abstract description 8
- 230000003197 catalytic effect Effects 0.000 claims abstract description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 5
- NHELIHXBJRANPL-UHFFFAOYSA-L copper;diperchlorate;hexahydrate Chemical compound O.O.O.O.O.O.[Cu+2].[O-]Cl(=O)(=O)=O.[O-]Cl(=O)(=O)=O NHELIHXBJRANPL-UHFFFAOYSA-L 0.000 claims abstract description 5
- 238000003756 stirring Methods 0.000 claims abstract description 5
- 239000003054 catalyst Substances 0.000 claims abstract description 4
- 150000001875 compounds Chemical class 0.000 claims abstract description 4
- SXZIXHOMFPUIRK-UHFFFAOYSA-N diphenylmethanimine Chemical compound C=1C=CC=CC=1C(=N)C1=CC=CC=C1 SXZIXHOMFPUIRK-UHFFFAOYSA-N 0.000 claims abstract description 4
- 239000000706 filtrate Substances 0.000 claims abstract description 4
- 238000010438 heat treatment Methods 0.000 claims abstract description 4
- 150000002825 nitriles Chemical class 0.000 claims abstract description 4
- 239000003208 petroleum Substances 0.000 claims abstract description 4
- 238000010992 reflux Methods 0.000 claims abstract description 4
- 238000001291 vacuum drying Methods 0.000 claims abstract description 4
- 238000005406 washing Methods 0.000 claims abstract description 4
- 238000001914 filtration Methods 0.000 claims description 3
- 238000000034 method Methods 0.000 claims description 3
- 230000002194 synthesizing effect Effects 0.000 claims description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- 238000002447 crystallographic data Methods 0.000 claims 1
- 229910002804 graphite Inorganic materials 0.000 claims 1
- 239000010439 graphite Substances 0.000 claims 1
- 238000001308 synthesis method Methods 0.000 abstract description 4
- 238000005303 weighing Methods 0.000 abstract description 4
- 238000003786 synthesis reaction Methods 0.000 description 7
- 239000000243 solution Substances 0.000 description 6
- 150000001414 amino alcohols Chemical class 0.000 description 5
- 230000015572 biosynthetic process Effects 0.000 description 5
- GSOLWAFGMNOBSY-UHFFFAOYSA-N cobalt Chemical compound [Co][Co][Co][Co][Co][Co][Co][Co] GSOLWAFGMNOBSY-UHFFFAOYSA-N 0.000 description 5
- 229910017052 cobalt Inorganic materials 0.000 description 5
- 239000010941 cobalt Substances 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 description 4
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 150000004699 copper complex Chemical class 0.000 description 3
- YRNNKGFMTBWUGL-UHFFFAOYSA-L copper(ii) perchlorate Chemical compound [Cu+2].[O-]Cl(=O)(=O)=O.[O-]Cl(=O)(=O)=O YRNNKGFMTBWUGL-UHFFFAOYSA-L 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 238000005160 1H NMR spectroscopy Methods 0.000 description 2
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 2
- 239000007983 Tris buffer Substances 0.000 description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
- 238000007333 cyanation reaction Methods 0.000 description 2
- 238000001514 detection method Methods 0.000 description 2
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 description 2
- 229910052710 silicon Inorganic materials 0.000 description 2
- 239000010703 silicon Substances 0.000 description 2
- CWKVFRNCODQPDB-UHFFFAOYSA-N 1-(2-aminoethylamino)propan-2-ol Chemical compound CC(O)CNCCN CWKVFRNCODQPDB-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 239000005749 Copper compound Substances 0.000 description 1
- 238000006842 Henry reaction Methods 0.000 description 1
- 102000004316 Oxidoreductases Human genes 0.000 description 1
- 108090000854 Oxidoreductases Proteins 0.000 description 1
- 238000007259 addition reaction Methods 0.000 description 1
- LHIJANUOQQMGNT-UHFFFAOYSA-N aminoethylethanolamine Chemical compound NCCNCCO LHIJANUOQQMGNT-UHFFFAOYSA-N 0.000 description 1
- VZTDIZULWFCMLS-UHFFFAOYSA-N ammonium formate Chemical compound [NH4+].[O-]C=O VZTDIZULWFCMLS-UHFFFAOYSA-N 0.000 description 1
- 238000009876 asymmetric hydrogenation reaction Methods 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- 150000001868 cobalt Chemical class 0.000 description 1
- LBFUKZWYPLNNJC-UHFFFAOYSA-N cobalt(ii,iii) oxide Chemical compound [Co]=O.O=[Co]O[Co]=O LBFUKZWYPLNNJC-UHFFFAOYSA-N 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 150000001880 copper compounds Chemical class 0.000 description 1
- HQWPLXHWEZZGKY-UHFFFAOYSA-N diethylzinc Chemical compound CC[Zn]CC HQWPLXHWEZZGKY-UHFFFAOYSA-N 0.000 description 1
- 238000000921 elemental analysis Methods 0.000 description 1
- 235000019441 ethanol Nutrition 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- WSFSSNUMVMOOMR-UHFFFAOYSA-N formaldehyde Substances O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 239000003446 ligand Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- VLTRZXGMWDSKGL-UHFFFAOYSA-M perchlorate Inorganic materials [O-]Cl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-M 0.000 description 1
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 238000004467 single crystal X-ray diffraction Methods 0.000 description 1
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
-
- 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
- B01J31/1805—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 nitrogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C253/00—Preparation of carboxylic acid nitriles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
- C07D239/32—One oxygen, sulfur or nitrogen atom
- C07D239/34—One oxygen atom
- C07D239/36—One oxygen atom as doubly bound oxygen atom or as unsubstituted hydroxy radical
-
- 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
- B01J2231/30—Addition reactions at carbon centres, i.e. to either C-C or C-X multiple bonds
- B01J2231/34—Other additions, e.g. Monsanto-type carbonylations, addition to 1,2-C=X or 1,2-C-X triplebonds, additions to 1,4-C=C-C=X or 1,4-C=-C-X triple bonds with X, e.g. O, S, NH/N
- B01J2231/341—1,2-additions, e.g. aldol or Knoevenagel condensations
-
- 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
- B01J2531/10—Complexes comprising metals of Group I (IA or IB) as the central metal
- B01J2531/16—Copper
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/13—Crystalline forms, e.g. polymorphs
Abstract
Description
一、技术领域
本发明涉及一种新化合物及其制备方法,特别涉及一种铜化合物及其制备方法,确切地说是一种配合物的制备及合成方法。
二、背景技术
铜配合物是重要的催化剂和医药化工产品,其作为催化剂在二乙基锌与苯甲醛对映选择性加成反应等反应中有较好的催化效果。【1-5】
参考文献:
1.Asymmetric hydrogenation catalyzed by bis(dimethylglyoximato)cobalt(II)-achiral base complex and chiral amino alcohol conjugatedsystems.Oxidoreductase model with enantioselectivity,Ohgo,Yoshiaki;Natori,Yukikazu;Takeuchi,Seiji;Yoshimura,Juji,Chemistry Letters(1974),(11),1327-30.
Synthesis,structure and acid-base properties of cobalt(III)complexeswith aminoalcohols tepanenko,O.N.;Reiter,
2.L.G.Ukrainskii Khimicheskii Zhurnal(Russian Edition),(1992),58(12),1047-54.
3.Cobalt(III)mono-and trinuclear complexes with O,N-chelatingaminoalcohols apanadze,T.Sh.;Gulya,A.P.;Novotortsev,V.M.;Ellert,O.G.;Shcherbakov,V.M.;Kokunov,Yu.V.;Bushaev,Yu.A.Koordinatsionnaya Khimiya(1991),17(7),934-40.
4.Magnetic properties of cobalt complexes with amino alcohols,Evreev,V.N.;Bogdanov,A.P.13Vses.Chugaev.Soveshch.po Khimii Kompleks.Soedin.,1978(1978),137.
5.Synthesis,stereochemistry,and reactions of cobalt(III)complexeswith amino alcohol ligands Okamoto,Martha S.No Corporate Source dataavailable|(1974),146.
6.Synthesis and properties of isomeric tris(N-[2-hydroxyethyl]ethylenediamine)cobalt(III)and tris(N-[2-hydroxypropyl]ethylenediamine)cobalt(III)chlorides,arpeiskaya,E.I.;Kukushkin,Yu.N.;Trofimov,V.A.;Yakovlev,I.P.,Zhurnal Neorganicheskoi Khimii(1971),16(7),1960-4。
三、发明内容
本发明旨在提供含配合物,所要解决的技术问题是一步合成得到目标产物。
本发明所称的铜配合物是由乙二胺与六水高氯酸铜制备的由以下化学式所示的配合物:
化学名称:双乙二胺高氯酸铜配合物,简称配合物(I)。
该配合物在苯甲醛的亨利反应、二苯甲酮亚胺的腈硅化反应和色酮-3-甲醛的鲁卡特反应中显示了一定的催化性能,其转化率分别达99%,99%及99%。
本合成方法包括合成和分离,其合成方法是称取0.710g乙二胺放入100mL圆底烧瓶中,加入40mL无水乙醇后,搅拌使其溶解;将2.964g六水高氯酸铜加入上述溶液,加热回流48h;反应结束后,热过滤反应溶液,滤液自然挥发,数天后有蓝色晶体析出;将晶体用石油醚和正己烷冲洗3次,真空干燥30min,得目标产物。
合成反应如下:
本合成方法一步得到目标产物,工艺简单,操作方便。
该反应的反应机理可推测为两分子的乙二胺与六水合高氯酸铜的作用,一步形成双乙二胺高氯酸铜配合物。
四、附图说明
图1是双乙二胺高氯酸铜配合物的单晶X-衍射图。
五、具体实施方式
1.铜配合物的制备:
称取0.710g乙二胺放入100mL圆底烧瓶中,加入40mL无水乙醇后,搅拌使其溶解;将2.964g六水合高氯酸铜加入上述溶液,加热回流48h;反应结束后,热过滤反应溶液,滤液自然挥发,数天后有晶体析出;将晶体用石油醚和正己烷冲洗3次,真空干燥30min,得目标产物,产率:80%,熔点:280-282℃,IR(KBr;ν,cm–1):3337,3281,2988,1590,1467,1321,1280,1108,1066,1021,919,884,701,620;元素分析:[C4H16Cl2CuN4O8],理论值:anal.calcd.,%:C,12.56;H,4.18;N,14.63;测试值:Found,%:C,12.98;H,4.332;N,15.05;
化合物的晶体数据:
晶体典型的键长数据:
晶体典型的键角数据
2.硅腈化反应应用
硅腈化反应也是一种常用的有机合成反应,是合成手性腈醇一种重要方法。在有机医药中间体方面也有广泛的应用。
实验的反应方程式:
称取0.1mmol配合物,置于25mL小烧瓶中,加入2mL无水甲醇,再向溶液中加入0.1mL二苯甲酮亚胺和0.3mL三甲基硅腈,常温下搅拌24h,进行1HNMR检测。催化转化率:>99%;1H NMR(600MHz,CDCl3,27℃)δ7.23–7.59(m,10H),4.10(s,2H)。
3.鲁卡特(Leuckart)反应应用
称取0.2mmol配合物,置于25mL小烧瓶中,加入5mL氯苯,再向溶液中加入0.0841g色酮-3-甲醛和0.2571g的甲酸铵,回流搅拌24h,进行1HNMR检测。催化转化率>99%;1H NMR(600MHz,298K,CDCl3 and DMSO)δ10.6(s,1H,OH),9.32(s,1H),9.0(s,2H),7.48-7.49(m,2H),6.96-6.99(m,2H)。
Claims (4)
3.由权利要求1所述的该乙二胺高氯酸铜配合物(I)的合成方法,包括合成和分离,所述的合成是称取0.710g乙二胺放入100mL圆底烧瓶中,加入40mL无水乙醇后,搅拌使其溶解;将2.964g六水合高氯酸铜加入上述溶液,加热回流48h;反应结束后,热过滤反应溶液,滤液自然挥发,数天后有晶体析出;将晶体用石油醚和正己烷冲洗3次,真空干燥30min,得目标晶体化合物I。
4.由权利要求1所述的该乙二胺高氯酸铜配合物(I)的用途,其作为催化剂在二苯甲酮亚胺的的腈硅化反应及色酮-3-甲醛的鲁卡特反应中显示了较好的催化效果,其转化率均大于99%。
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Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20030008796A1 (en) * | 2001-02-05 | 2003-01-09 | Unilever Home & Personal Care Usa, Division Of Conopco, Inc. | Composition and method for bleaching a substrate |
US20140024848A1 (en) * | 2012-05-24 | 2014-01-23 | Phosplatin Therapeutics Llc | Synthetic Method for Phosphaplatin Compounds |
CN104646058A (zh) * | 2015-02-09 | 2015-05-27 | 山东师范大学 | 一种含铜配合物催化剂及其制备方法与应用 |
US20200055020A1 (en) * | 2018-08-20 | 2020-02-20 | Virginia Tech Intellectual Properties, Inc. | Metal-organic frameworks for the adsorption and catalytic transformations of carbon dioxide |
CN112047891A (zh) * | 2020-07-29 | 2020-12-08 | 合肥工业大学 | 一种2-羟基苯基-5-吡嗪基甲酮的合成方法及用途 |
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Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20030008796A1 (en) * | 2001-02-05 | 2003-01-09 | Unilever Home & Personal Care Usa, Division Of Conopco, Inc. | Composition and method for bleaching a substrate |
US20140024848A1 (en) * | 2012-05-24 | 2014-01-23 | Phosplatin Therapeutics Llc | Synthetic Method for Phosphaplatin Compounds |
CN104646058A (zh) * | 2015-02-09 | 2015-05-27 | 山东师范大学 | 一种含铜配合物催化剂及其制备方法与应用 |
US20200055020A1 (en) * | 2018-08-20 | 2020-02-20 | Virginia Tech Intellectual Properties, Inc. | Metal-organic frameworks for the adsorption and catalytic transformations of carbon dioxide |
CN112047891A (zh) * | 2020-07-29 | 2020-12-08 | 合肥工业大学 | 一种2-羟基苯基-5-吡嗪基甲酮的合成方法及用途 |
Non-Patent Citations (1)
Title |
---|
GURDIP SINGH,ET AL.: "Studies on energetic compounds part 37: kinetics of thermal decomposition of perchlorate complexes of some transition metals with ethylenediamine", 《THERMOCHIMICA ACTA》, vol. 411, pages 61 - 71 * |
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