One‐Pot, 18‐Component Synthesis of an Octahedral Nanocontainer Molecule

Liu, Xuejun; Liu, Yong; Li, Gina; Warmuth, Ralf

doi:10.1002/ange.200504049

Cited by 188 publications

(30 citation statements)

References 49 publications

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“…Another promising alternative approach to synthesize POCs is based on dynamic covalent chemistry (DCC) by reversible bond formation. The most widely practiced DCC approach in the self‐assembly of porosity molecular cages include imine reactions , boronic acid condensation , disulfide exchange , alkene/alkyne metathesis , etc.…”

Section: Chiral Porous Materials As Chiral Stationary Phases For Gcmentioning

confidence: 99%

Recent progress of chiral stationary phases for separation of enantiomers in gas chromatography

Xie

Yuan

2016

J of Separation Science

104

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Chromatography techniques based on chiral stationary phases are widely used for the separation of enantiomers. In particular, gas chromatography has developed rapidly in recent years due to its merits such as fast analysis speed, lower consumption of stationary phases and analytes, higher column efficiency, making it a better choice for chiral separation in diverse industries. This article summarizes recent progress of novel chiral stationary phases based on cyclofructan derivatives and chiral porous materials including chiral metal-organic frameworks, chiral porous organic frameworks, chiral inorganic mesoporous materials, and chiral porous organic cages in gas chromatography, covering original research papers published since 2010. The chiral recognition properties and mechanisms of separation toward enantiomers are also introduced.

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Section: Chiral Porous Materials As Chiral Stationary Phases For Gcmentioning

confidence: 99%

Recent progress of chiral stationary phases for separation of enantiomers in gas chromatography

Xie

Yuan

2016

J of Separation Science

104

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“…[8][9][10][11] Recently, Warmuth and co-workers utilized DCC to construct several single molecular capsules from preorganized calix [4]arene monomers. [12] Herein we show how folded segments can be used to modulate dynamic covalent synthesis. [13] By using hydrogen-bonding to preorganize simple linear aryl amide precursors we have been able to quantitatively construct two-layered capsules.…”

Section: Introductionmentioning

confidence: 99%

Hydrogen‐Bonding‐Mediated Dynamic Covalent Synthesis of Macrocycles and Capsules: New Receptors for Aliphatic Ammonium Ions and the Formation of Pseudo[3]rotaxanes

Xu¹,

Wang²,

Wang³

et al. 2009

Chemistry A European J

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This paper describes a novel, highly efficient approach to the self-assembly of monomacrocycles and two-layered capsules by using dynamic covalent chemistry. Intramolecular hydrogen-bonding was used to preorganize aromatic amide-based monomers that contain aldehyde and tert-butoxycarbonylamino units. As a result, in the presence of an excess of trifluoroacetic acid (TFA), four monomers could self-couple to produce macrocycles selectively through the formation of three imine or hydrazone bonds. Three dipodal precursors were also prepared by connecting two hydrogen-bonded segments with a flexible linker. In the presence of TFA, these precursors could also self-couple, leading to the exclusive formation of two-layered capsules. As a result of intramolecular hydrogen-bonding, all the macrocycles and capsules were stable in solution and could be purified by simple recrystallization. The new capsules were able to form complexes with linear propylenediammonium derivatives to give unique two-layered pseudo[3]rotaxanes.

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“…The toroidal hole has a diameter of approximately 7 whereas the supramolecular hexameric structure has an outer diameter of approximately 26 when viewed along the [001] plane (Figure 1 e). Indeed, when the supramolecular hexameric assembly is viewed along the [001] plane, the nanotoroid 1 shows a remarkable structural similarity to the corresponding cucurbit [6]uril molecule, and therefore 1 may be viewed as a noncovalent analogue to cucurbit [6]uril. [21] The inner toroidal cavity volume was calculated to be approximately 150 3 .…”

mentioning

confidence: 99%

“…Supramolecular chemists have exploited hydrogen-bonding interactions, dynamic covalent chemistry, and metal-ion coordination to assemble a wonderful array of molecular topologies such as nanospheroids, [1][2][3][4][5][6] tubules, [7,8] and various knots. [9] In this context, any closed surface can be expressed topologically as a torus containing a finite number of holes.…”

mentioning

confidence: 99%