Homochiral and heterochiral Mn(<scp>ii</scp>) coordination frameworks: spontaneous resolution dependent on dipyridyl ligands

Qi, Yue; Wang, Nana; Guo, Shaoyun; Liang, Lu-Lu

doi:10.1039/c5dt04385a

Cited by 17 publications

(4 citation statements)

References 36 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Such an asymmetric crystallization processes involving completely achiral precursors can potentially afford important information regarding the genesis of chirality at the molecular level. As a matter of fact, such a synthetic approach has already been extensively exploited in CMOF chemistry, and the majority of reported CMOFs can be assigned to this group. ,− The origin of chirality in this system is believed to arise from either the chiral environment around the metal coordination sphere (Δ or Λ helix) or the formation of helical secondary structures ( P or M ) that of same handedness or a combination thereof. More specifically, take, for example, the typical octahedron coordination [M(aa) 3 ] in inorganic stereochemistry; there are a total of 144 “edge configurations” which can be theoretically predicted by adopting different coordination geometry with different chelating ligands.…”

Section: Design Principles and Syntheses Of Cmofsmentioning

confidence: 99%

Chiral Metal–Organic Frameworks

et al. 2022

View full text Add to dashboard Cite

In the past two decades, metal–organic frameworks (MOFs) or porous coordination polymers (PCPs) assembled from metal ions or clusters and organic linkers via metal–ligand coordination bonds have captivated significant scientific interest on account of their high crystallinity, exceptional porosity, and tunable pore size, high modularity, and diverse functionality. The opportunity to achieve functional porous materials by design with promising properties, unattainable for solid-state materials in general, distinguishes MOFs from other classes of materials, in particular, traditional porous materials such as activated carbon, silica, and zeolites, thereby leading to complementary properties. Scientists have conducted intense research in the production of chiral MOF (CMOF) materials for specific applications including but not limited to chiral recognition, separation, and catalysis since the discovery of the first functional CMOF (i.e., d- or l-POST-1). At present, CMOFs have become interdisciplinary between chirality chemistry, coordination chemistry, and material chemistry, which involve in many subjects including chemistry, physics, optics, medicine, pharmacology, biology, crystal engineering, environmental science, etc. In this review, we will systematically summarize the recent progress of CMOFs regarding design strategies, synthetic approaches, and cutting-edge applications. In particular, we will highlight the successful implementation of CMOFs in asymmetric catalysis, enantioselective separation, enantioselective recognition, and sensing. We envision that this review will provide readers a good understanding of CMOF chemistry and, more importantly, facilitate research endeavors for the rational design of multifunctional CMOFs and their industrial implementation.

show abstract

Section: Design Principles and Syntheses Of Cmofsmentioning

confidence: 99%

Chiral Metal–Organic Frameworks

et al. 2022

View full text Add to dashboard Cite

show abstract

“…Spontaneous resolution, which often yields a conglomerate comprised of equal amount of enantiomers with opposite chirality, is a rare phenomenon and has become an increasingly important area of research for the importance of enantiopure substances to biological processes and the pharmaceutical industry . Since Louis Pasteur's discovery of spontaneous resolution, discrimination in the solid state has received much attention and many examples of conglomerate crystallizations have been reported .…”

Section: Introductionmentioning

confidence: 99%

Heterochiral or Homochiral Self‐Assembly: Mercury(II), Cadmium(II), and Spontaneous Resolution of Silver(I) Complexes Derived from a Racemic Bis(pyridyl) Ligand

et al. 2020

View full text Add to dashboard Cite

A novel racemic bis(pyridyl) ligand (rac‐L) was designed and synthesized by Schiff condensation reaction. Five complexes, [Hg2(LR)(LS)Cl4]·2CH3CH2OH (1), [Cd(LR)(LS)Cl2]n (2), {[Cd(LR)(LS)SO4(H2O)]·11H2O}n (3), {[Ag(LR)2]NO3·CH3CN}n (4a) and {[Ag(LS)2]NO3·CH3CN}n (4b) have been synthesized and characterized. The different geometric features of complexes 1–4 were determined by single‐crystal X‐ray diffraction. The crystal structures show that the self‐assembly with racemic ligands can lead to homochiral or heterochiral complexes, through self‐recognition or self‐discrimination of the ligand units. Complex 1 exists as a 26‐membered binuclear heterochiral macrocycle. Complexes 2 and 3 form 1D mesomeric looped chain coordination polymers with different heterochiral self‐assembly types. More interestingly, two novel 2D homochiral coordination polymers 4a and 4b were obtained as racemic conglomerates via spontaneous resolution. Furthermore, the thermal stabilities and luminescence properties of complexes 1–4 were investigated.

show abstract

“…Therefore, the helical structure has always been a focus in chemistry and biology. Homochiral CPs are usually synthesized by the self-assembly of bridging chiral ligands and metal ions or clusters in the solution phase (Yoon et al, 2012;Mo et al, 2014;Jiao et al, 2016;Yue et al, 2016;Chaudhary et al, 2017;Hu et al, 2017;Liu et al, 2015). Homochiral CPs are usually synthesized by the self-assembly of bridging chiral ligands and metal ions or clusters in the solution phase (Yoon et al, 2012;Mo et al, 2014;Jiao et al, 2016;Yue et al, 2016;Chaudhary et al, 2017;Hu et al, 2017;Liu et al, 2015).…”

Section: Introductionmentioning

confidence: 99%

“…Helices frequently exist in homochiral coordination polymers (CPs), which offered a chance to understand the relationship of chirality and helicity (Du et al, 2016;Peng et al, 2015). Homochiral CPs are usually synthesized by the self-assembly of bridging chiral ligands and metal ions or clusters in the solution phase (Yoon et al, 2012;Mo et al, 2014;Jiao et al, 2016;Yue et al, 2016;Chaudhary et al, 2017;Hu et al, 2017;Liu et al, 2015). However, the structures of homochiral CPs could not be precisely controlled owing to the fact that the ligands and metal ions move freely in such a reaction system.…”

Section: Introductionmentioning

confidence: 99%

Temperature-induced solid-to-solid transformation in helical homochiral coordination polymers

Chen

2020

Acta Crystallogr C

View full text Add to dashboard Cite

The reactions of (R)- and (S)-4-(1-carboxyethoxy)benzoic acid (H2CBA) with 1,3-bis(2-methyl-1H-imidazol-1-yl)benzene (1,3-BMIB) ligands afforded a pair of homochiral coordination polymers (CPs), namely, poly[[[μ-1,3-bis(2-methyl-1H-imidazol-1-yl)benzene][μ-(S)-4-(1-carboxylatoethoxy)benzoato]zinc(II)] monohydrate], {[Zn(C10H8O5)(C14H14N4)]·H2O} n or {[Zn{(S)-CBA}(1,3-BMIB)]·H2O} n (1-L), and poly[[[μ-1,3-bis(2-methyl-1H-imidazol-1-yl)benzene][μ-(R)-4-(1-carboxylatoethoxy)benzoato]zinc(II)] monohydrate] (1-D). Three kinds of helical chains exist in compounds 1-D and 1-L, which are constructed from ZnII atoms, 1,3-BMIB ligands and/or CBA2− ligands. When the as-synthesized crystals of 1-L and 1-D were further heated in the mother liquor or air, poly[[μ-1,3-bis(2-methyl-1H-imidazol-1-yl)benzene][μ-(S)-4-(1-carboxylatoethoxy)benzoato]zinc(II)], [Zn(C10H8O5)(C14H14N4)] n or [Zn{(S)-CBA}(1,3-BMIB)] n (2-L), and poly[[μ-1,3-bis(2-methyl-1H-imidazol-1-yl)benzene][μ-(R)-4-(1-carboxylatoethoxy)benzoato]zinc(II)] (2-D) were obtained, respectively. The single-crystal structure analysis revealed that 2-L and 2-D only contained one type of helical chain formed by ZnII atoms and 1,3-BMIB and CBA2− ligands, which indicated that the helical chains were reconstructed though solid-to-solid transformation. This result not only means the realization of helical transformation, but also gives a feasible strategy to build homochiral CPs.

show abstract

Homochiral and heterochiral Mn(ii) coordination frameworks: spontaneous resolution dependent on dipyridyl ligands

Abstract: An unsymmetric tetracarboxylic ligand collaborates with 4,4'-bipyridine to induce spontaneous resolution to form homochiral 3D coordination frameworks, while the use of longer dipyridyl ligands instead of 4,4'-bipyridine leads to isoreticular but heterochiral frameworks.

Cited by 17 publications

References 36 publications

Chiral Metal–Organic Frameworks

Chiral Metal–Organic Frameworks

Heterochiral or Homochiral Self‐Assembly: Mercury(II), Cadmium(II), and Spontaneous Resolution of Silver(I) Complexes Derived from a Racemic Bis(pyridyl) Ligand

Temperature-induced solid-to-solid transformation in helical homochiral coordination polymers

Contact Info

Product

Resources

About