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Stereoisomerism02:52

Stereoisomerism

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Isomerism in Complexes
Isomers are different chemical species that have the same chemical formula.
Transition metal complexes often exist as geometric isomers, in which the same atoms are connected through the same types of bonds but with differences in their orientation in space. Coordination complexes with two different ligands in the cis and trans positions from a ligand of interest form isomers. For example, the octahedral [Co(NH3)4Cl2]+ ion has two isomers (Figure 1) In the cis...
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Cooperative allosteric transitions can occur in multimeric proteins, where each subunit of the protein has its own ligand-binding site. When a ligand binds to any of these subunits, it triggers a conformational change that affects the binding sites in the other subunits; this can change the affinity of the other sites for their respective ligands. The ability of the protein to change the shape of its binding site is attributed to the presence of a mix of flexible and stable segments in the...
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Woodward–Hoffmann Selection Rules and Microscopic Reversibility01:34

Woodward–Hoffmann Selection Rules and Microscopic Reversibility

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Electrocyclic reactions, cycloadditions, and sigmatropic rearrangements are concerted pericyclic reactions that proceed via a cyclic transition state. These reactions are stereospecific and regioselective. The stereochemistry of the products depends on the symmetry characteristics of the interacting orbitals and the reaction conditions. Accordingly, pericyclic reactions are classified as either symmetry-allowed or symmetry-forbidden. Woodward and Hoffmann presented the selection criteria for...
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Stereoisomerism of Cyclic Compounds02:33

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In this lesson, we delve into the role of ring conformation and its stability, which determines the spatial arrangement and, consequently, the molecular symmetry and stereoisomerism of cyclic compounds. 1,2-Dimethylcyclohexane is used as a case study to evaluate the possible number of stereoisomers. Here, given the multiple (n = 2) chiral centers, there are 2n = 4 possible configurations that lack a plane of symmetry, as the ring skeleton exists in a non-planar chair conformation. In addition,...
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Prochirality

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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...
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Polymer Classification: Stereospecificity01:26

Polymer Classification: Stereospecificity

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Polymerization generates chiral centers along the entire backbone of a polymer chain. Accordingly, the stereochemistry of the substituent group has a significant effect on polymer properties. Polymers formed from monosubstituted alkene monomers feature chiral carbons at every alternate position in the polymer backbone. Relative to the predominant orientation of substituents at the adjacent chiral carbons, the polymer can exist in three different configurations: isotactic, syndiotactic, and...
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Controlling Asymmetry Amplification Through Supramolecular Polymorphism.

Camila Montañez-Moyano1, Yuncong Xue1, María Victoria Cappellari2

  • 1Organisch-Chemisches Institut, Universität Münster, Corrensstraße 36, 48149, Münster, Germany.

Angewandte Chemie (International Ed. in English)
|May 19, 2025
PubMed
Summary
This summary is machine-generated.

Supramolecular polymorphism controls chirality amplification in self-assembling platinum complexes. The study reveals distinct polymorphs with varying asymmetry amplification and emergent circularly polarized luminescence (CPL).

Keywords:
Amplification of asymmetrySupramolecular polymersSupramolecular polymorphismWeak noncovalent interactionsπ‐conjugated systems

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Area of Science:

  • Supramolecular Chemistry
  • Materials Science
  • Chirality Studies

Background:

  • Supramolecular polymorphism allows single compounds to form diverse assemblies with varied properties.
  • The relationship between supramolecular polymorphism and chirality has not been previously explored.
  • Controlling asymmetry amplification in supramolecular polymerization (SP) is a key challenge.

Purpose of the Study:

  • To investigate the control of asymmetry amplification in supramolecular polymerization (SP) using supramolecular polymorphism.
  • To explore the synergistic effects between chirality and luminescence in self-assembled systems.
  • To design novel platinum(II) complexes for studying these phenomena.

Main Methods:

  • Design and synthesis of chiral platinum(II) complexes ((S)-1 and (R)-1) with π-extended ligands.
  • Self-assembly studies in methylcyclohexane to identify distinct supramolecular polymorphs (AggI and AggII).
  • Asymmetry amplification studies using majority rules (MR) and sergeants-and-soldiers (SaS) protocols.
  • Co-assembly experiments with an achiral model compound (2) to investigate luminescence properties.

Main Results:

  • Two distinct supramolecular polymorphs were formed: non-emissive short fibers (AggI) and helical fibers (AggII).
  • The thermodynamically stable helical polymorph (AggII) showed superior asymmetry amplification.
  • Co-assembly led to synergistic communication between chirality and luminescence, resulting in circularly polarized luminescence (CPL).

Conclusions:

  • Supramolecular polymorphism effectively controls asymmetry amplification in SP.
  • The thermodynamic polymorph exhibits enhanced performance in chirality amplification.
  • This work expands the design principles for adaptive supramolecular materials with emergent functionalities like CPL.