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Related Concept Videos

Chirality at Nitrogen, Phosphorus, and Sulfur02:30

Chirality at Nitrogen, Phosphorus, and Sulfur

Chirality is most prevalent in carbon-based tetrahedral compounds, but this important facet of molecular symmetry extends to sp3-hybridized nitrogen, phosphorus and sulfur centers, including trivalent molecules with lone pairs. Here, the lone pair behaves as a functional group in addition to the other three substituents to form an analogous tetrahedral center that can be chiral.
A consequence of chirality is the need for enantiomeric resolution. While this is theoretically possible for all...
Structure of Amines01:19

Structure of Amines

The hybridized nitrogen atom in amines possesses a lone pair of electrons and is bound to three substituents with a bond angle of around 108°, which is less than the tetrahedral angle of 109.5°. However, the C–N–H bond angle is slightly larger at 112°, with a carbon–nitrogen bond length of 147 pm. This carbon–nitrogen bond length of of amines is longer than the carbon–oxygen bond of alcohols (143 pm) but shorter than alkanes’ carbon–carbon bond (154 pm). These aspects are illustrated in Figure...
Prochirality02:05

Prochirality

The concept of prochirality leads to the nomenclature of the individual faces of a molecule and plays a crucial role in the enantioselective reaction. It is a concept where two or more achiral molecules react to produce chiral products. A typical process is the reaction of an achiral ketone to generate a chiral alcohol. Here, the achiral reactant reacts with an achiral reducing agent, sodium borohydride, to generate an equimolar mixture of the chiral enantiomers of the product. For example, an...
Molecules with Multiple Chiral Centers02:25

Molecules with Multiple Chiral Centers

Molecules that possess multiple chiral centers can afford a large number of stereoisomers. For instance, while some molecules like 2-butanol have one chiral center, defined as a tetrahedral carbon atom with four different substituents attached, several molecules like butane-2,3-diol have multiple chiral centers. A simple formula to predict the number of stereoisomers possible for a molecule with n chiral centers is 2n. However, there can be a lower number where some of the stereoisomers are...
Chirality02:25

Chirality

Chirality is a term that describes the lack of mirror symmetry in an object. In other words, chiral objects cannot be superposed on their mirror images. For example, our feet are chiral, as the mirror image of the left foot, the right foot, cannot be superposed on the left foot.
Chiral objects exhibit a sense of handedness when they interact with another chiral object. For example, our left foot can only fit in the left shoe and not in the right shoe. Achiral objects — objects that have...
Unit Cells01:18

Unit Cells

A crystal's internal structure is an orderly array of atoms, ions, or molecules, and the details of this array significantly influence the solid's properties. In a crystal, periodically repeating 'structural motifs' - which could be atoms, molecules, or groups thereof - create a 'space lattice.' This is essentially a three-dimensional, infinite array of points, each surrounded by its neighbors in an identical way, forming the basic structure of the crystal.A 'unit cell' is a theoretical...

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Related Experiment Video

Updated: May 23, 2026

Construction and Systematical Symmetric Studies of a Series of Supramolecular Clusters with Binary or Ternary Ammonium Triphenylacetates
06:35

Construction and Systematical Symmetric Studies of a Series of Supramolecular Clusters with Binary or Ternary Ammonium Triphenylacetates

Published on: February 15, 2016

Chiral uranium phosphonates constructed from achiral units with three-dimensional frameworks.

Juan Diwu1, Thomas E Albrecht-Schmitt

  • 1Department of Chemistry and Biochemistry, 156 Fitzpatrick Hall, University of Notre Dame, Notre Dame, Indiana 46556, USA.

Chemical Communications (Cambridge, England)
|March 23, 2012
PubMed
Summary

Two novel chiral porous uranium methylenediphosphonates were synthesized. These materials exhibit ion-exchange properties, enabling the transport of coordination complexes through their large channels.

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Discovery and Synthesis Optimization of Isoreticular Al(III) Phosphonate-Based Metal-Organic Framework Compounds Using High-Throughput Methods
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The Synthesis, Characterization and Reactivity of a Series of Ruthenium N-triphosPh Complexes
10:51

The Synthesis, Characterization and Reactivity of a Series of Ruthenium N-triphosPh Complexes

Published on: April 10, 2015

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Construction and Systematical Symmetric Studies of a Series of Supramolecular Clusters with Binary or Ternary Ammonium Triphenylacetates
06:35

Construction and Systematical Symmetric Studies of a Series of Supramolecular Clusters with Binary or Ternary Ammonium Triphenylacetates

Published on: February 15, 2016

Discovery and Synthesis Optimization of Isoreticular Al(III) Phosphonate-Based Metal-Organic Framework Compounds Using High-Throughput Methods
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The Synthesis, Characterization and Reactivity of a Series of Ruthenium N-triphosPh Complexes
10:51

The Synthesis, Characterization and Reactivity of a Series of Ruthenium N-triphosPh Complexes

Published on: April 10, 2015

Area of Science:

  • Materials Science
  • Inorganic Chemistry
  • Crystallography

Background:

  • Chiral porous materials are crucial for enantioselective separation and catalysis.
  • Uranium-based metal-organic frameworks (MOFs) offer unique electronic and structural properties.
  • Developing new chiral MOFs without chiral precursors remains a synthetic challenge.

Purpose of the Study:

  • To synthesize novel chiral porous uranium methylenediphosphonates.
  • To investigate the ion-exchange capabilities of these materials.
  • To explore the potential applications of these compounds in separation technologies.

Main Methods:

  • Hydrothermal synthesis was employed to create two distinct uranium methylenediphosphonate compounds.
  • Single-crystal X-ray diffraction was used for structural characterization.
  • Ion-exchange experiments were conducted using the cobalt(III) tris(ethylenediamine) complex ([Co(en)(3)](3+)).

Main Results:

  • Two chiral, porous uranium methylenediphosphonates, UC1P2N-1 and KUC1P2-1, were successfully synthesized without chiral starting materials.
  • Both compounds feature channels approximately 1 × 1 nm in size.
  • The porous structures demonstrated ion-exchange capabilities, successfully incorporating the [Co(en)(3)](3+) complex.

Conclusions:

  • The successful synthesis of chiral uranium methylenediphosphonates without chiral precursors opens new avenues in MOF design.
  • The observed ion-exchange properties highlight the potential of these materials for selective separation of chiral molecules.
  • These findings contribute to the development of advanced functional materials for chemical applications.