Solvent-Dependent Structural Variation of Zinc(II) Coordination Polymers and Their Catalytic Activity in the Knoevenagel Condensation Reaction

被引:96
作者
Karmakar, Anirban [1 ]
Rubio, Guilherme M. D. M. [1 ]
Guedes da Silva, M. Fatima C. [1 ]
Hazra, Susanta [1 ]
Pombeiro, Armando J. L. [1 ]
机构
[1] Univ Lisbon, Inst Super Tecn, Ctr Quim Estrutural, P-1049001 Lisbon, Portugal
基金
俄罗斯科学基金会;
关键词
METAL-ORGANIC FRAMEWORKS; DIASTEREOSELECTIVE HENRY REACTION; MILD PEROXIDATIVE OXIDATION; SECONDARY BUILDING UNITS; SUPRAMOLECULAR ISOMERISM; HYDROGEN STORAGE; HETEROGENEOUS CATALYSIS; DRUG-DELIVERY; IONIC LIQUID; LIGAND;
D O I
10.1021/acs.cgd.5b00948
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The novel self-assembled zinc(II) coordination polymers [Zn(L)(H2O)(2)](n) (1), [Zn(L)(H2O)(2)](n)center dot n(formamide) (2), [Zn(L)(H2O)(2)](n)center dot n(N-methylformamide) (3), [Zn(L)(H2O)(formamide)](n) (4), and [Zn-3(L)(2)-(formate)(2)(4,4'-bipyridine)(3)]center dot 2n(DMF)center dot 2n(H2O) (5) (L = 5-acetamidoi- sophthalate) have been synthesized and characterized by elemental micro-analysis, infrared spectroscopy, thermogravimetric analysis, and X-ray single crystal X-ray diffraction. 1, 2, and 3 are one-dimensional (1D) coordination polymers that crystallize in monoclinic P2(1), monoclinic P2(1)/m, and triclinic P1 systems, respectively, and are pseudo-polymorphic supramolecular isomers with 1 having a helical arrangement, and 2 and 3 exhibiting zigzag type structures containing different guest molecules. Compound 4 crystallizes in the triclinic P1 space group and is a 1D coordination polymer that exhibits fused 8-membered and 16-membered dimetallic rings. Compound 5 features a two-dimensional network type polymer with trimetallic cores. Compounds 1-5 expand to three-dimensional by means of H-bond interactions. These coordination polymers act as effective heterogeneous catalysts, under mild conditions, for the Knoevenagel condensation reaction of different aldehydes with an active methylene compound (malononitrile) and can be recycled without losing activity.
引用
收藏
页码:4185 / 4197
页数:13
相关论文
共 104 条
[61]   Hydrogen, Methane and Carbon Dioxide Adsorption in Metal-Organic Framework Materials [J].
Lin, Xiang ;
Champness, Neil R. ;
Schroeder, Martin .
FUNCTIONAL METAL-ORGANIC FRAMEWORKS: GAS STORAGE, SEPARATION AND CATALYSIS, 2010, 293 :35-+
[62]   Two ligand-functionalized Pb(II) metal-organic frameworks: structures and catalytic performances [J].
Lin, Xiao-Ming ;
Li, Ting-Ting ;
Chen, Lian-Fen ;
Zhang, Li ;
Su, Cheng-Yong .
DALTON TRANSACTIONS, 2012, 41 (34) :10422-10429
[63]   Metal-organic frameworks based on flexible ligands (FL-MOFs): structures and applications [J].
Lin, Zu-Jin ;
Lu, Jian ;
Hong, Maochun ;
Cao, Rong .
CHEMICAL SOCIETY REVIEWS, 2014, 43 (16) :5867-5895
[64]   Applications of metal-organic frameworks in heterogeneous supramolecular catalysis [J].
Liu, Jiewei ;
Chen, Lianfen ;
Cui, Hao ;
Zhang, Jianyong ;
Zhang, Li ;
Su, Cheng-Yong .
CHEMICAL SOCIETY REVIEWS, 2014, 43 (16) :6011-6061
[65]   An unexpected bifunctional acid base catalysis in IRMOF-3 for Knoevenagel condensation reactions [J].
Llabres i Xamena, F. X. ;
Cirujano, F. G. ;
Corma, A. .
MICROPOROUS AND MESOPOROUS MATERIALS, 2012, 157 :112-117
[66]  
MacGillivray L.R., 2014, Metal-organic framework materials
[67]  
MacGillivray L. R., 2010, METAL ORGANIC FRAMEW
[68]   Metals@MOFs - Loading MOFs with Metal Nanoparticles for Hybrid Functions [J].
Meilikhov, Mikhail ;
Yusenko, Kiri ;
Esken, Daniel ;
Turner, Stuart ;
Van Tendeloo, Gustaaf ;
Fischer, Roland A. .
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2010, (24) :3701-3714
[69]   From molecules to crystal engineering: Supramolecular isomerism and polymorphism in network solids [J].
Moulton, B ;
Zaworotko, MJ .
CHEMICAL REVIEWS, 2001, 101 (06) :1629-1658
[70]   Reactivity and derivatization of five-coordinate, chelated aluminum [J].
Munoz-Hernandez, MA ;
Keizer, TS ;
Wei, PR ;
Parkin, S ;
Atwood, DA .
INORGANIC CHEMISTRY, 2001, 40 (26) :6782-6787