CN106083938A - 一种钴配合物 - Google Patents
一种钴配合物 Download PDFInfo
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- CN106083938A CN106083938A CN201610438843.9A CN201610438843A CN106083938A CN 106083938 A CN106083938 A CN 106083938A CN 201610438843 A CN201610438843 A CN 201610438843A CN 106083938 A CN106083938 A CN 106083938A
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- crystal
- cobalt complex
- cobalt
- synthetic method
- thiazolylazo
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- 150000004700 cobalt complex Chemical class 0.000 title claims abstract description 9
- 239000013078 crystal Substances 0.000 claims abstract description 13
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims abstract description 8
- 238000010189 synthetic method Methods 0.000 claims abstract description 8
- 230000015572 biosynthetic process Effects 0.000 claims abstract description 7
- 238000003786 synthesis reaction Methods 0.000 claims abstract description 7
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims abstract description 6
- GFHNAMRJFCEERV-UHFFFAOYSA-L cobalt chloride hexahydrate Chemical compound O.O.O.O.O.O.[Cl-].[Cl-].[Co+2] GFHNAMRJFCEERV-UHFFFAOYSA-L 0.000 claims abstract description 5
- 238000003756 stirring Methods 0.000 claims abstract description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 4
- 239000003208 petroleum Substances 0.000 claims abstract description 4
- 238000010992 reflux Methods 0.000 claims abstract description 4
- 229960000935 dehydrated alcohol Drugs 0.000 claims abstract description 3
- 238000001914 filtration Methods 0.000 claims abstract description 3
- 239000000126 substance Substances 0.000 claims abstract description 3
- FPRVZZWTPUYVDA-UHFFFAOYSA-N S1C(=NC=C1)N=NC1=C(C=CC2=CC=CC=C12)C=O Chemical compound S1C(=NC=C1)N=NC1=C(C=CC2=CC=CC=C12)C=O FPRVZZWTPUYVDA-UHFFFAOYSA-N 0.000 claims description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- 230000005260 alpha ray Effects 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
- 238000006243 chemical reaction Methods 0.000 abstract description 7
- 239000000047 product Substances 0.000 abstract description 6
- IOMXCGDXEUDZAK-UHFFFAOYSA-N chembl1511179 Chemical class OC1=CC=C2C=CC=CC2=C1N=NC1=NC=CS1 IOMXCGDXEUDZAK-UHFFFAOYSA-N 0.000 abstract description 2
- 239000000706 filtrate Substances 0.000 abstract description 2
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 6
- 150000001414 amino alcohols Chemical class 0.000 description 5
- -1 naphthal cobalt complex Chemical class 0.000 description 4
- 229920002338 polyhydroxyethylmethacrylate Polymers 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 3
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 238000005160 1H NMR spectroscopy Methods 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
- 239000003054 catalyst Substances 0.000 description 2
- 230000003197 catalytic effect Effects 0.000 description 2
- GSOLWAFGMNOBSY-UHFFFAOYSA-N cobalt Chemical compound [Co][Co][Co][Co][Co][Co][Co][Co] GSOLWAFGMNOBSY-UHFFFAOYSA-N 0.000 description 2
- 229910017052 cobalt Inorganic materials 0.000 description 2
- 239000010941 cobalt 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
- SQAINHDHICKHLX-UHFFFAOYSA-N 1-naphthaldehyde Chemical compound C1=CC=C2C(C=O)=CC=CC2=C1 SQAINHDHICKHLX-UHFFFAOYSA-N 0.000 description 1
- XUEWIQNQPBSCOR-UHFFFAOYSA-N 2-nitro-1-phenylethanol Chemical compound [O-][N+](=O)CC(O)C1=CC=CC=C1 XUEWIQNQPBSCOR-UHFFFAOYSA-N 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
- 238000009876 asymmetric hydrogenation reaction Methods 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- 150000001869 cobalt compounds Chemical class 0.000 description 1
- JAWGVVJVYSANRY-UHFFFAOYSA-N cobalt(3+) Chemical compound [Co+3] JAWGVVJVYSANRY-UHFFFAOYSA-N 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
- HQWPLXHWEZZGKY-UHFFFAOYSA-N diethylzinc Chemical compound CC[Zn]CC HQWPLXHWEZZGKY-UHFFFAOYSA-N 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000000921 elemental analysis Methods 0.000 description 1
- 239000003446 ligand Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- LYGJENNIWJXYER-UHFFFAOYSA-N nitromethane Chemical compound C[N+]([O-])=O LYGJENNIWJXYER-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- 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
- C07F15/06—Cobalt compounds
- C07F15/065—Cobalt compounds without a metal-carbon linkage
-
- 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
- B01J31/22—Organic complexes
- B01J31/2204—Organic complexes the ligands containing oxygen or sulfur as complexing atoms
- B01J31/2208—Oxygen, e.g. acetylacetonates
- B01J31/2217—At least one oxygen and one nitrogen atom present as complexing atoms in an at least bidentate or bridging ligand
-
- 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
- B01J2531/02—Compositional aspects of complexes used, e.g. polynuclearity
- B01J2531/0238—Complexes 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
-
- 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
- B01J2531/84—Metals of the iron group
- B01J2531/845—Cobalt
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
一种钴配合物(I)，其化学式如下：一种钴配合物(I)的合成方法，本合成方法包括合成和分离；是称取0.5023g1‑(2‑噻唑基偶氮)‑2‑萘酚放入100mL圆底烧瓶中，加入50mL无水乙醇并搅拌使其溶解；将0.2336g六水氯化钴加入上述溶液，加热回流48h；反应结束后热过滤反，将滤液自然挥发，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。
Description
技术领域
本发明涉及一种新化合物及其制备方法，特别涉及一种钴化合物及其制备方法，确切地说是一种的制备及合成方法。
背景技术
钴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-baseproperties ofcobalt(III)complexeswith aminoalcohols tepanenko,O.N.；Reiter,2.L.G.Ukrainskii KhimicheskiiZhurnal(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 ofcobaltcomplexes with amino alcohols,Evreev,V.N.；Bogdanov,A.P.13Vses.Chugaev.Soveshch.po Khimii Kompleks.Soedin.,1978(1978),137.
5.Synthesis,stereochemistry,andreactions ofcobalt(III)complexes withamino alcohol ligands Okamoto,Martha S.No Corporate Source data available|(1974),146pp.
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.,ZhurnalNeorganicheskoi Khimii(1971),16(7),1960-4。
发明内容
本发明旨在提供含六个水分子的双1-(2-噻唑基偶氮)-2-萘酚钴配合物，所要解决的技术问题是一步合成得到目标产物。
本发明所称的钴配合物是由1-(2-噻唑基偶氮)-2-萘酚与六水合氯化钴制备的由以下化学式所示的化合物：
化学名称：含六个水分子的双1-(2-噻唑基偶氮)-2-萘酚钴配合物,简称配合物(I)。
该配合物在苯甲醛的亨利反应中显示了一定的催化性能，其转化率达43％。
本合成方法包括合成和分离,其合成方法是称取0.5023g 1-(2-噻唑基偶氮)-2-萘酚放入100mL圆底烧瓶中，加入50mL无水乙醇并搅拌使其溶解；将0.2336g六水氯化钴加入上述溶液，加热回流48h后热过滤反，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。
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。
附图说明
图1含六个水分子的双1-(2-噻唑基偶氮)-2-萘酚钴配合物的单晶X-衍射图。
具体实施方式
含六个水分子的双1-(2-噻唑基偶氮)-2-萘酚钴配合物的制备：
称取0.5023g1-(2-噻唑基偶氮)-2-萘酚放入100mL圆底烧瓶中，加入50mL无水乙醇并搅拌使其溶解；将0.2336g六水氯化钴加入上述溶液，加热回流48h；反应结束后热过滤，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，产率为30％，熔点172-174。元素分析数据C26H28Cl CoN6O8S2，理论值：C：43.2％；H：3.97％；N：11.82％；实测值：C40.15％；H：3.02％；N：11.43％；红外光谱数据(KBr,cm-1)：3739；3513；3361；3009；2904；2535；2237；2143；1642；1543；1433；1355；1226；1003；845；685；648；587；569；542。
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
亨利反应应用
2-硝基-1-苯基乙醇
称取0.0533g(0.075mmol)配合物，置于25mL的小烧瓶中，加入1mL DMSO，再向溶液中加入0.05mL苯甲醛和0.25mL硝基甲烷，常温下搅拌反应24小时后，进行1HNMR检测；转化率：43％；1H NMR(300MHz,CDCl3)7.28～7.32(m,5H,Ar-H),5.32～5.35(d,J＝9.18Hz,1H,-CH),4.38～4.56(m,2H,-CH2),3.89(br,1H,-OH)。
Claims (3)
1.一种钴配合物(I)，其化学式如下：
2.权利要求1所述的钴配合物(I)，在293(2)k温度下，在牛津X-射线单晶衍射仪上，用经石墨单色器单色化的MoKα射线以ω-θ扫描方式收集衍射数据，其特征在于晶体属三斜晶系,P2(1)/n，晶胞参数：a＝9.54(3)beta＝85.34(5)°；gamma＝78.12(5)°。
3.权利要求1所述的钴配合物(I)的合成方法，本合成方法包括合成和分离，其特征在于：是称取0.5023g 1-(2-噻唑基偶氮)-2-萘酚放入100mL圆底烧瓶中，加入50mL无水乙醇并搅拌使其溶解；将0.2336g六水氯化钴加入上述溶液，加热回流48h后热过滤，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。
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201610438843.9A CN106083938A (zh) | 2016-06-16 | 2016-06-16 | 一种钴配合物 |
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| CN106083938A true CN106083938A (zh) | 2016-11-09 |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106749426A (zh) * | 2016-11-10 | 2017-05-31 | 广西大学 | 一种混合偶氮苯配体的钴配合物及其制备方法 |
-
2016
- 2016-06-16 CN CN201610438843.9A patent/CN106083938A/zh active Pending
Non-Patent Citations (1)
| Title |
|---|
| M.M. OMAR ET AL.: "Potentiometric, spectroscopic and thermal studies on the metal chelates of 1-(2-thiazolylazo)-2-naphthalenol", 《SPECTROCHIMICA ACTA PART A》 * |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106749426A (zh) * | 2016-11-10 | 2017-05-31 | 广西大学 | 一种混合偶氮苯配体的钴配合物及其制备方法 |
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