Progress in the synthetic and functional aspects of chiral metal–organic frameworks

In this highlight, two aspects of chiral metal–organic frameworks, in particular synthetic approaches to achieve chiral MOFs and their applications, have been discussed. There has been considerable research advancement towards the synthesis of chiral MOFs by direct or indirect methods. More recently, homochiral MOFs have been exploited for valued applications such as asymmetric catalysis, enantioselective separation and recognition processes. Each part is subdivided with regard to the issues focused on and provides seminal as well as recent reports from the literature.

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[34]  Linlin Yang,et al.  Homochiral crystallization of metal-organic silver frameworks: asymmetric [3+2] cycloaddition of an azomethine ylide. , 2012, Angewandte Chemie.

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[41]  Jun Fan,et al.  Assembly of Chiral/Achiral Coordination Polymers Based on 2-(Pyridine-3-yl)-1H-4,5-imidazoledicarboxylic Acid: Chirality Transfer between Chiral Two-Dimensional Networks Containing Helical Chains , 2012 .

[42]  Yunqian Zhang,et al.  Homochiral 1D-helical coordination polymers from achiral cucurbit[5]uril: hydroquinone-induced spontaneous resolution , 2012 .

[43]  Cheng Wang,et al.  Rational synthesis of noncentrosymmetric metal-organic frameworks for second-order nonlinear optics. , 2012, Chemical reviews.

[44]  Kimoon Kim,et al.  Homochiral metal-organic frameworks for asymmetric heterogeneous catalysis. , 2012, Chemical reviews.

[45]  Ying Yu,et al.  Spontaneous resolution of lanthanide coordination polymers with 2-hydroxypyrimidine-4,6-dicarboxylic acid , 2012 .

[46]  Kimoon Kim,et al.  Enantioselective sorption of alcohols in a homochiral metal-organic framework. , 2012, Chemical communications.

[47]  Jian Zhang,et al.  Homochiral assembly of polycatenated bilayers with mixing achiral ligands , 2012 .

[48]  Min Sheng,et al.  Metal-directed and ligand-distorted assembly of chiral/achiral one-dimensional coordination polymers: Syntheses, structures and physical properties , 2011 .

[49]  F. Glorius,et al.  Application of a chiral metal-organic framework in enantioselective separation. , 2011, Chemical communications.

[50]  X. Ren,et al.  Multifunctional polythreading coordination polymers: spontaneous resolution, nonlinear-optic, and ferroelectric properties. , 2011, Chemistry.

[51]  Shengming Xie,et al.  Chiral metal-organic frameworks for high-resolution gas chromatographic separations. , 2011, Journal of the American Chemical Society.

[52]  Cheng Wang,et al.  A chiral metal-organic framework for sequential asymmetric catalysis. , 2011, Chemical communications.

[53]  Liangliang Huang,et al.  A porous chiral In-MOF with anionic-type diamond network: synthesis, structure and nitrogen gas adsorption , 2011 .

[54]  Z. Su,et al.  3D Chiral Microporous (10,3)-a Topology Metal-Organic Framework Containing Large Helical Channels , 2011 .

[55]  Sung Min Shin,et al.  Asymmetric catalytic reactions by NbO-type chiral metal–organic frameworks , 2011 .

[56]  Jing‐Yun Wu,et al.  Homochiral transition-metal camphorate coordination architectures containing “piperazine–pyridine” ligands , 2011 .

[57]  E. Suresh,et al.  Synthesis, Magnetic Properties, and Structural Investigation of Mixed-Ligand Cu(II) Helical Coordination Polymers with an Amino Acid Backbone and N-Donor Propping: 1-D Helical, 2-D Hexagonal Net (hcb), and 3-D ins Topologies , 2011 .

[58]  E. Suresh,et al.  Structural diversity in two dimensional chiral coordination polymers involving 4,4′-bipyridine and l-cysteate as bridging ligands with Zn and Cd metal centres: Synthesis, characterization and X-ray crystallographic studies , 2011 .

[59]  H. Höppe,et al.  Spontaneous resolution upon crystallization of chiral La(III) and Gd(III) MOFs from achiral dihydroxymalonate. , 2010, Chemical communications.

[60]  Wenbin Lin,et al.  Single-crystal to single-crystal cross-linking of an interpenetrating chiral metal-organic framework and implications in asymmetric catalysis. , 2010, Angewandte Chemie.

[61]  Yan Liu,et al.  Engineering Homochiral Metal‐Organic Frameworks for Heterogeneous Asymmetric Catalysis and Enantioselective Separation , 2010, Advanced materials.

[62]  Wenbin Lin,et al.  A series of isoreticular chiral metal-organic frameworks as a tunable platform for asymmetric catalysis. , 2010, Nature chemistry.

[63]  Pengyan Wu,et al.  Homochiral metal-organic frameworks for heterogeneous asymmetric catalysis. , 2010, Journal of the American Chemical Society.

[64]  F. Luo,et al.  Chiral or achiral camphorate-based complexes controlled by the conformational rigidity of N-donor co-ligands , 2010 .

[65]  Christian J. Doonan,et al.  Metal-organic frameworks with designed chiral recognition sites. , 2010, Chemical communications.

[66]  Wenbin Lin Asymmetric Catalysis with Chiral Porous Metal–Organic Frameworks , 2010 .

[67]  R. Morris,et al.  Induction of chiral porous solids containing only achiral building blocks. , 2010, Nature chemistry.

[68]  U. Mueller,et al.  New chiral and flexible metal-organic framework with a bifunctional spiro linker and Zn4O-nodes. , 2010, Inorganic chemistry.

[69]  J. Bacsa,et al.  A homochiral three-dimensional zinc aspartate framework that displays multiple coordination modes and geometries. , 2010, Chemical communications.

[70]  C. Oliver,et al.  Family of Isoreticular Chiral Metal-Organic Frameworks Based on Coordination and Hydrogen Bonds in [M[Co(ethylenediamine)(oxalato) 2 ] 2 ] , 2010 .

[71]  P. Feng,et al.  A tale of three carboxylates: cooperative asymmetric crystallization of a three-dimensional microporous framework from achiral precursors. , 2010, Angewandte Chemie.

[72]  Shuping Huang,et al.  Zn[Htma][ddm]: An Interesting Three-Dimensional Chiral Nonlinear Optical-Active Zinc-Trimesate Framework , 2010 .

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[78]  D. Liao,et al.  A Three-Dimensional (42.84)-lvt Topology and a Two-Dimensional Brick-Wall Network: Two Pillared Supramolecular Isomers Exploring the Use of l-Cysteic Acid to Engineer Porous Frameworks , 2009 .

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[80]  Wenbin Lin,et al.  Enantioselective catalysis with homochiral metal-organic frameworks. , 2009, Chemical Society reviews.

[81]  C. Tu,et al.  The formation of a hydrated homochiral helix from an achiral zwitterionic salt, spontaneous chiral symmetry breaking and redox chromism of crystals. , 2009, Chemical communications.

[82]  Simon S. Iremonger,et al.  A nanoporous chiral metal-organic framework material that exhibits reversible guest adsorption. , 2008, Dalton transactions.

[83]  P. Feng,et al.  Homochiral crystallization of microporous framework materials from achiral precursors by chiral catalysis. , 2008, Journal of the American Chemical Society.

[84]  Chunhua Yan,et al.  Supramolecular engineering of a 2D Kagomé lattice: synthesis, structures, and magnetic properties. , 2008, Inorganic chemistry.

[85]  E. Wang,et al.  Chiral Self-Threading Frameworks Based on Polyoxometalate Building Blocks Comprising Unprecedented Tri-Flexure Helix , 2008 .

[86]  A. Cooper,et al.  Control of porosity geometry in amino acid derived nanoporous materials. , 2008, Chemistry.

[87]  X. Bu,et al.  Three-dimensional homochiral transition-metal camphorate architectures directed by a flexible auxiliary ligand. , 2008, Inorganic chemistry.

[88]  J. Bacsa,et al.  Generation of a solid Brønsted acid site in a chiral framework. , 2008, Chemical communications.

[89]  Jing Li,et al.  Rational design of MOFs constructed from modified aromatic amino acids. , 2007, Chemistry.

[90]  Hui Zhang,et al.  Chiral symmetry breaking by chemically manipulating statistical fluctuation in crystallization. , 2007, Angewandte Chemie.

[91]  Rui Liu,et al.  Organic cation and chiral anion templated 3D homochiral open-framework materials with unusual square-planar {M(4)(OH)} units. , 2007, Angewandte Chemie.

[92]  X. Bu,et al.  Comparative study of homochiral and racemic chiral metal-organic frameworks built from camphoric acid , 2007 .

[93]  J. Bacsa,et al.  Homochiral H-bonded proline based metal organic frameworks. , 2007, Chemical communications.

[94]  A. Slawin,et al.  Chiral induction in the ionothermal synthesis of a 3-D coordination polymer. , 2007, Journal of the American Chemical Society.

[95]  Hayato Kobayashi,et al.  Guest‐Induced Chirality in the Ferrimagnetic Nanoporous Diamond Framework Mn3(HCOO)6 , 2007 .

[96]  D. Xue,et al.  Spontaneously resolved homochiral 3D lanthanide-silver heterometallic coordination framework with extended helical Ln-O-Ag subunits. , 2006, Inorganic chemistry.

[97]  R. Vaidhyanathan,et al.  A family of nanoporous materials based on an amino acid backbone. , 2006, Angewandte Chemie.

[98]  T. Vogt,et al.  Chiral three-dimensional microporous nickel aspartate with extended Ni-O-Ni bonding. , 2006, Journal of the American Chemical Society.

[99]  R. Puddephatt,et al.  Hierarchy of Hydrogen Bonding versus Anion Binding in Self-Assembled Network Structures of Silver(I) , 2006 .

[100]  Kimoon Kim,et al.  A homochiral metal-organic material with permanent porosity, enantioselective sorption properties, and catalytic activity. , 2006, Angewandte Chemie.

[101]  Yang-guang Li,et al.  Chiral 3D architectures with helical channels constructed from polyoxometalate clusters and copper-amino acid complexes. , 2006, Angewandte Chemie.

[102]  M. Du,et al.  Controlled generation of heterochiral or homochiral coordination polymer: helical conformational polymorphs and argentophilicity-induced spontaneous resolution. , 2005, Chemical communications.

[103]  R. Mukherjee,et al.  Homochiral 1D-helical metal–organic frameworks from achiral components. Formation of chiral channel via C–H⋯Cl interaction , 2005 .

[104]  Xi-Sen Wang,et al.  Spontaneous resolution of a novel chiral coordination polymer through supramolecular interactions and solvent symmetry breaking , 2005 .

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[106]  Yi-zhi Li,et al.  Self-assembly of a 1D heterotrimetallic Cu(II)-Sr(II)-Na(I) propeller-like chiral coordination polymer with ferromagnetic interactions. , 2004, Chemical communications.

[107]  S. Kawata,et al.  Metal-complex assemblies constructed from the flexible hinge-like ligand H2bhnq: structural versatility and dynamic behavior in the solid state. , 2004, Chemistry.

[108]  E. Cussen,et al.  Permanent microporosity and enantioselective sorption in a chiral open framework. , 2004, Journal of the American Chemical Society.

[109]  Chunhua Yan,et al.  From achiral ligands to chiral coordination polymers: spontaneous resolution, weak ferromagnetism, and topological ferrimagnetism. , 2004, Journal of the American Chemical Society.

[110]  Wenbin Lin,et al.  Chiral porous coordination networks: rational design and applications in enantioselective processes , 2003 .

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[112]  Yue-Qing Zheng,et al.  A Novel 3D Framework Coordination Polymer based on Succinato bridged Helical Chains Connected by 4, 4' ‐ Bipyridine: [Cu(bpy)(H2O)2(C4H4O4)]?2H2O , 2003 .

[113]  Darren W. Johnson,et al.  Supramolecular chirality: a reporter of structural memory. , 2003, Angewandte Chemie.

[114]  J. Veciana,et al.  Spontaneous resolution and absolute configuration of a coordination polymer formed by MnII and a ferrocene-based bisnitronyl nitroxide radical. , 2002, Chemical communications.

[115]  Kentaro Tanaka,et al.  Spontaneously resolved chiral interpenetrating 3-D nets with two different zinc coordination polymers. , 2001, Journal of the American Chemical Society.

[116]  Wenbin Lin,et al.  Chiral porous solids based on lamellar lanthanide phosphonates. , 2001, Journal of the American Chemical Society.

[117]  Andrea Prior,et al.  A Versatile Family of Interconvertible Microporous Chiral Molecular Frameworks: The First Example of Ligand Control of Network Chirality , 2000 .

[118]  Jinho Oh,et al.  A homochiral metal–organic porous material for enantioselective separation and catalysis , 2000, Nature.

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[121]  Huang Yuanyuan,et al.  Homochiral 3D lanthanide camphorates with high thermal stability , 2014 .

[122]  C. Su,et al.  Axially chiral metal–organic frameworks produced from spontaneous resolution with an achiral pyridyl dicarboxylate ligand , 2012 .

[123]  Yu-mei Song,et al.  Resolution of a Racemic Small Molecular Alcohol by a Chiral Metal−Organic Coordination Polymer through Intercalation , 2006 .

[124]  Chuan-De Wu,et al.  A homochiral porous metal-organic framework for highly enantioselective heterogeneous asymmetric catalysis. , 2005, Journal of the American Chemical Society.

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