CN106220519A - 一种钴配合物的制备及合成方法 - Google Patents
一种钴配合物的制备及合成方法 Download PDFInfo
- Publication number
- CN106220519A CN106220519A CN201610541179.0A CN201610541179A CN106220519A CN 106220519 A CN106220519 A CN 106220519A CN 201610541179 A CN201610541179 A CN 201610541179A CN 106220519 A CN106220519 A CN 106220519A
- Authority
- CN
- China
- Prior art keywords
- cobalt complex
- synthetic method
- crystal
- chiral
- 90deg
- Prior art date
- Legal status (The legal status 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 status listed.)
- Pending
Links
- 150000004700 cobalt complex Chemical class 0.000 title claims abstract description 10
- 238000010189 synthetic method Methods 0.000 title claims abstract description 8
- 238000002360 preparation method Methods 0.000 title description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims abstract description 16
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims abstract description 12
- QMXOFBXZEKTJIK-UHFFFAOYSA-N Glycinol Natural products C1=C(O)C=C2OCC3(O)C4=CC=C(O)C=C4OC3C2=C1 QMXOFBXZEKTJIK-UHFFFAOYSA-N 0.000 claims abstract description 10
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 claims abstract description 9
- 239000013078 crystal Substances 0.000 claims abstract description 9
- 244000061458 Solanum melongena Species 0.000 claims abstract description 4
- 238000010992 reflux Methods 0.000 claims abstract description 4
- 238000003756 stirring Methods 0.000 claims abstract description 4
- 239000000126 substance Substances 0.000 claims abstract description 3
- 230000015572 biosynthetic process Effects 0.000 claims description 6
- 238000003786 synthesis reaction Methods 0.000 claims description 6
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- 230000005260 alpha ray Effects 0.000 claims 1
- 229910002804 graphite Inorganic materials 0.000 claims 1
- 239000010439 graphite Substances 0.000 claims 1
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 abstract description 10
- 238000006243 chemical reaction Methods 0.000 abstract description 10
- 150000001875 compounds Chemical class 0.000 abstract description 9
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 abstract description 5
- 230000003197 catalytic effect Effects 0.000 abstract description 3
- 150000002825 nitriles Chemical class 0.000 abstract description 2
- HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 6
- 150000001414 amino alcohols Chemical class 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- JAWGVVJVYSANRY-UHFFFAOYSA-N cobalt(3+) Chemical class [Co+3] JAWGVVJVYSANRY-UHFFFAOYSA-N 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 238000005160 1H NMR spectroscopy Methods 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- -1 amino alcohol cobalt complex Chemical class 0.000 description 2
- 235000013495 cobalt Nutrition 0.000 description 2
- 239000003208 petroleum Substances 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 238000001644 13C nuclear magnetic resonance spectroscopy Methods 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
- 239000007983 Tris buffer Substances 0.000 description 1
- PQLVXDKIJBQVDF-UHFFFAOYSA-N acetic acid;hydrate Chemical compound O.CC(O)=O PQLVXDKIJBQVDF-UHFFFAOYSA-N 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
- 150000001868 cobalt Chemical class 0.000 description 1
- GSOLWAFGMNOBSY-UHFFFAOYSA-N cobalt Chemical compound [Co][Co][Co][Co][Co][Co][Co][Co] GSOLWAFGMNOBSY-UHFFFAOYSA-N 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- 150000001869 cobalt compounds Chemical class 0.000 description 1
- GVPFVAHMJGGAJG-UHFFFAOYSA-L cobalt dichloride Chemical compound [Cl-].[Cl-].[Co+2] GVPFVAHMJGGAJG-UHFFFAOYSA-L 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
- 229940097267 cobaltous chloride Drugs 0.000 description 1
- 239000012230 colorless oil Substances 0.000 description 1
- 238000002447 crystallographic data Methods 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
- 239000011159 matrix material Substances 0.000 description 1
- LYGJENNIWJXYER-UHFFFAOYSA-N nitromethane Chemical compound C[N+]([O-])=O LYGJENNIWJXYER-UHFFFAOYSA-N 0.000 description 1
- 230000005311 nuclear magnetism Effects 0.000 description 1
- FVSKHRXBFJPNKK-UHFFFAOYSA-N propionitrile Chemical compound CCC#N FVSKHRXBFJPNKK-UHFFFAOYSA-N 0.000 description 1
- 125000004469 siloxy group Chemical group [SiH3]O* 0.000 description 1
- LEIMLDGFXIOXMT-UHFFFAOYSA-N trimethylsilyl cyanide Chemical compound C[Si](C)(C)C#N LEIMLDGFXIOXMT-UHFFFAOYSA-N 0.000 description 1
- 238000001291 vacuum drying Methods 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
- C07C215/02—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C215/22—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being unsaturated
- C07C215/28—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being unsaturated and containing six-membered 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
- B01J31/22—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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C201/00—Preparation of esters of nitric or nitrous acid or of compounds containing nitro or nitroso groups bound to a carbon skeleton
- C07C201/06—Preparation of nitro compounds
- C07C201/12—Preparation of nitro compounds by reactions not involving the formation of nitro groups
-
- 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
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
- C07F7/1804—Compounds having Si-O-C linkages
-
- 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
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
- C07F7/1804—Compounds having Si-O-C linkages
- C07F7/1872—Preparation; Treatments not provided for in C07F7/20
- C07F7/188—Preparation; Treatments not provided for in C07F7/20 by reactions involving the formation of Si-O linkages
-
- 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
- B01J2531/0269—Complexes comprising ligands derived from the natural chiral pool or otherwise having a characteristic structure or geometry
- B01J2531/0275—Complexes comprising ligands derived from the natural chiral pool or otherwise having a characteristic structure or geometry derived from amino acids
-
- 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)
- Chemical Kinetics & Catalysis (AREA)
- Inorganic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
一种手性钴配合物（I），其化学式如下：该配合物(I)的合成方法：称取4.1154g(0.03mol)D‑苯甘氨醇放入100mL圆底烧瓶中，加入50mL无水甲醇，搅拌使其溶解；将2.3794g(0.01mol)的Co(OAc)2·4H2O加入上述溶液，加热回流48h；趁热过滤溶液，静置于烧杯中自然挥发，得到紫红色晶体；该配合物在苯甲醛的亨利反应及腈硅化中显示了良好的催化性能，其转化率分别达82%及55%。
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，确切地说是一种手性D-苯甘氨醇钴配合物的制备及合成方法。
背景技术
手性氨基醇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-base properties of cobalt(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. KoordinatsionnayaKhimiya (1991), 17(7), 934-40.
4. Magnetic properties of cobalt complexes with amino alcohols, Evreev,V. N.; Bogdanov, A. P. 13 Vses. Chugaev. Soveshch. po Khimii Kompleks.Soedin., 1978 (1978), 137.
5.Synthesis, stereochemistry, and reactions of cobalt(III) complexes withamino alcohol ligands
Okamoto, Martha S. No Corporate Source data available |(1974), 146 pp.
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。
发明内容
本发明旨在提供手性六[（R）-苯甘氨醇]氯化钴配合物。所要解决的技术问题是一步合成得到目标产物。
本发明所称的手性钴配合物是由四水合乙酸钴与D-苯甘氨醇制备的由以下化学式所示的化合物：
(I)。
化学名称：六[（R）-苯甘氨醇]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
本合成方法包括合成和分离，称取4.1154g(0.03mol)D-苯甘氨醇放入100mL圆底烧瓶中，加入50mL无水甲醇，搅拌使其溶解；将2.3794g(0.01mol)的Co(OAc)2·4H2O加入上述溶液，加热回流48h；趁热过滤溶液，静置于烧杯中自然挥发，得到紫红色晶体。
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是手性六[（R）-苯甘氨醇]钴配合物的单晶X-衍射图。
具体实施方式
手性六[（R）-苯甘氨醇]钴配合物的制备：
称取4.1154g(0.03mol)D-苯甘氨醇放入100mL圆底烧瓶中，加入50mL无水甲醇，搅拌使其溶解；将2.3794g(0.01mol)的Co(OAc)2·4H2O加入上述溶液，加热回流48h；趁热过滤溶液，静置于烧杯中自然挥发，得到紫红色晶体; 产物用30～60℃石油醚冲洗3次，真空干燥，得到目标产物1.57g，其分子式为C48H60Co3N6O6。产率：48%，熔点：142-148℃；比旋光度为[α]20 D=+577.6°，(c 0.058 CH3OH）元素分析数据为理论值(%)C, 58.01; H, 6.09; N, 8.46;实测值(%)：C, 58.22; H, 6.11; N, 8.44。相对误差：3.6‰，3.2‰，2.3‰。红外光谱数据(KBr；v；cm-1)3220，2930，2860，2160，1620，1540，1400，1270，1160,1050,914，847,762,696，648;
化合物的晶体数据：
经验式 C48H60Co3N6O6
分子量 993.81
温度 100.01(10) K
波长 0.71073 Å
晶系， 空间群 单斜晶系, I2
晶胞参数 a = 15.2252(8) Å alpha = 90deg.
b = 14.0016 (5) Å beta = 101.315(5)deg.
c = 29.0320(16) Å gamma = 90deg.
体积 6068.7（5）Å^3
电荷密度 4, 1.088g/m^3
吸收 校正参数 6.685mm^-1
晶体大小 0.3x 0.12x 0.1 mm
Theta 角的范围 7.036 to 145.578
HKL的指标收集范围 -17<=h<=18, -17<=k<15, -25<=l<=35
收集/独立衍射数据 12503/9967 [R(int) = 0.046]
吸收校正的方法 多层扫描
精修使用的方法 F^2 的矩阵最小二乘法
数据数目/使用限制的数目/参数数目 8626/1/568
衍射点的一致性因子 R1 = 0.0592，wR2= 0.1321
可观察衍射的吻合因子 R1 = 0.0833 wR2 = 0.1482
绝对构型参数 0.025（6）
差值傅里叶图上的最大峰顶和峰谷 0.55 and -0.424e.Å^-3
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
催化剂I (0.148mmol), 苯甲醛 0.10 mL (0.986 mmol) 及硝基甲烷(0.50 mL,9.255 mmol) 在室温下搅拌 6 h，用核磁监测，转化率： 82 %，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)。
腈硅化反应应用
2-苯基-2-（三甲硅氧基）丙腈
0.1mmol 配合物I, 苯甲醛0.1mL, TMSCN 0.3 ml (3.3mmol), 2mL 无水甲醇, 相继在30~35˚C下加入，24小时后， 加入水淬灭经柱层后（石油醚/二氯甲烷：5/1），得无色油状液体, 转化率：55%; 1H NMR (300MHz, CDCl3) 7.56–7.59 (m, 0.9 Hz, 2H), 7.31–7.34(m, 3H), 5.43 (s, 1H), 0.16 (s, 9H). 13C NMR (75 MHz, CDCl3) 136.1, 128.8(x2),126.2(x2), 119.1, 63.5, -0.39(x3)。
Claims (3)
1.一种手性钴配合物（I），其化学式如下：
（I）。
2.权利要求1所述的手性钴配合物（I），在100.01（10）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，λ=0.71073 Å，以ω-θ 扫描方式收集衍射数据，其特征在于晶体属单斜晶系,I2；晶胞参数： a = 15.2252(8) Å，alpha = 90deg；b =14.0016 (5) Å， beta = 101.315(5)deg；c = 29.0320(16) Å，gamma = 90deg。
3.权利要求1所述的手性钴配合物（I）的合成方法，本合成方法包括合成和分离，其特征在于：称取4.1154g(0.03mol)D-苯甘氨醇放入100mL圆底烧瓶中，加入50mL无水甲醇，搅拌使其溶解；将2.3794g(0.01mol)的Co(OAc)2·4H2O加入上述溶液，加热回流48h；趁热过滤溶液，静置于烧杯中自然挥发，得到紫红色晶体。
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201610541179.0A CN106220519A (zh) | 2016-07-12 | 2016-07-12 | 一种钴配合物的制备及合成方法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201610541179.0A CN106220519A (zh) | 2016-07-12 | 2016-07-12 | 一种钴配合物的制备及合成方法 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN106220519A true CN106220519A (zh) | 2016-12-14 |
Family
ID=57519557
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201610541179.0A Pending CN106220519A (zh) | 2016-07-12 | 2016-07-12 | 一种钴配合物的制备及合成方法 |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN106220519A (zh) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107337652A (zh) * | 2017-07-05 | 2017-11-10 | 合肥祥晨化工有限公司 | 一种手性噁唑啉钴配合物及用途 |
| CN108840821A (zh) * | 2018-04-12 | 2018-11-20 | 合肥工业大学 | 一种钴配合物制备及其合成方法 |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103467313A (zh) * | 2013-09-09 | 2013-12-25 | 合肥工业大学 | 一种手性铜配合物 |
| CN103570768A (zh) * | 2013-11-15 | 2014-02-12 | 合肥工业大学 | 一种钴氮配合物 |
| CN103588821A (zh) * | 2013-10-16 | 2014-02-19 | 合肥工业大学 | 一种手性苯甘氨醇镍配合物 |
| CN103613507A (zh) * | 2013-10-26 | 2014-03-05 | 合肥工业大学 | 一种手性苯甘氨醇钴配合物 |
| CN105237413A (zh) * | 2015-10-30 | 2016-01-13 | 合肥祥晨化工有限公司 | 一种手性含结晶水苯甘氨醇钴配合物 |
-
2016
- 2016-07-12 CN CN201610541179.0A patent/CN106220519A/zh active Pending
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103467313A (zh) * | 2013-09-09 | 2013-12-25 | 合肥工业大学 | 一种手性铜配合物 |
| CN103588821A (zh) * | 2013-10-16 | 2014-02-19 | 合肥工业大学 | 一种手性苯甘氨醇镍配合物 |
| CN103613507A (zh) * | 2013-10-26 | 2014-03-05 | 合肥工业大学 | 一种手性苯甘氨醇钴配合物 |
| CN103570768A (zh) * | 2013-11-15 | 2014-02-12 | 合肥工业大学 | 一种钴氮配合物 |
| CN105237413A (zh) * | 2015-10-30 | 2016-01-13 | 合肥祥晨化工有限公司 | 一种手性含结晶水苯甘氨醇钴配合物 |
Non-Patent Citations (1)
| Title |
|---|
| 黄永华: "L-苯甘氨醇、N-羟乙基衍生物金属配合物的合成、表征及催化应用", 《中国优秀硕士学位论文全文数据库 工程科技I辑》 * |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107337652A (zh) * | 2017-07-05 | 2017-11-10 | 合肥祥晨化工有限公司 | 一种手性噁唑啉钴配合物及用途 |
| CN108840821A (zh) * | 2018-04-12 | 2018-11-20 | 合肥工业大学 | 一种钴配合物制备及其合成方法 |
| CN108840821B (zh) * | 2018-04-12 | 2021-05-25 | 合肥工业大学 | 一种钴配合物制备及其合成方法 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN102807577B (zh) | 一种手性化合物 | |
| Fryzuk et al. | Synthesis, stability, and fluxional behavior of binuclear mixed-hydride-tetrahydroborate complexes of hafnium (IV): x-ray crystal structure of [[(Me2PCH2SiMe2) 2N] Hf (BH4) 2](. mu.-H) 3 [Hf (BH4)[N (SiMe2CH2PMe2) 2 | |
| CN106220519A (zh) | 一种钴配合物的制备及合成方法 | |
| CN103613507B (zh) | 一种手性苯甘氨醇钴配合物 | |
| Findlater et al. | Synthesis and structure of two new (guanidinate) boron dichlorides and their attempted conversion to boron (i) derivatives | |
| CN107253923A (zh) | 一种乙酰脲二聚体晶体化合物的合成方法及用途 | |
| CN103570768B (zh) | 一种钴氮配合物 | |
| CN102936204B (zh) | 一种手性化合物 | |
| CN105237413B (zh) | 一种手性含结晶水苯甘氨醇钴配合物 | |
| CN103275108B (zh) | 一种手性铜配合物制备及合成方法 | |
| CN110922420B (zh) | 5-异烟酰胺吡啶基异钛酸镉配合物及其制备方法和应用 | |
| CN102850404B (zh) | 一种钴配合物及其合成方法 | |
| CN103709204B (zh) | 一种钴配合物、制备方法及其用途 | |
| Bertrand et al. | Polynuclear complexes with hydrogen-bonded bridges. 3. Oxygen-oxygen hydrogen bonding between tris chelates of 2-aminoethanol | |
| CN106117178A (zh) | 一种钴配合物 | |
| CN103570562A (zh) | 一种手性镍配合物 | |
| CN106083616A (zh) | 一种钴配合物的制备及合成方法 | |
| CN105777562A (zh) | 一种手性锌配合物晶体 | |
| CN106008611B (zh) | 一种手性钴配合物 | |
| CN104130293B (zh) | 一种混合配体的三维配位聚合物及其制备方法 | |
| Shi et al. | Heterodimetallic germanium (IV) complex structures with transition metals | |
| CN103467311B (zh) | 一种手性钴配合物 | |
| CN106117251B (zh) | 一种铜配合物 | |
| CN103804429B (zh) | 一种手性亮氨醇钴配合物 | |
| CN105669710B (zh) | 一种铜配合物晶体的制备及其合成方法 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| RJ01 | Rejection of invention patent application after publication |
Application publication date: 20161214 |
|
| RJ01 | Rejection of invention patent application after publication |