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Related Concept Videos

π Electron Effects on Chemical Shift: Overview01:27

π Electron Effects on Chemical Shift: Overview

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An applied magnetic field causes loosely bound π-electrons in organic molecules to circulate, producing a local or induced diamagnetic field over a large spatial volume. As the molecules tumble in solution, the field generated by π-electrons in spherical substituents results in a zero net field. However, the net field generated by π-electrons in non-spherical substituents is not zero. The effect of this induced field depends on the orientation of the molecule with respect to B0,...
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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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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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Fischer Projections02:18

Fischer Projections

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Learning to draw Fischer projections of molecules and understanding their relevance plays a crucial role in the visual depiction of organic molecules. A Fischer projection is a two-dimensional projection on a planar surface to simplify the three-dimensional wedge–dash representation of molecules. This is especially helpful in the case of molecules with multiple chiral centers that can be difficult to draw. Here, all the bonds of interest are represented as horizontal or vertical lines.
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Stereochemical Effects of Enolization01:12

Stereochemical Effects of Enolization

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The chiral α-carbon of the carbonyl compound is the stereocenter of the molecule. As shown in the figure below, when such a carbonyl compound undergoes racemization under an acidic or basic condition, an achiral enol is formed.
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Interfacial Electrochemical Methods: Overview01:06

Interfacial Electrochemical Methods: Overview

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Interfacial electrochemical methods focus on the phenomena occurring at the boundary between an electrode and a solution, as opposed to bulk methods that concentrate on the solution's overall properties. These interfacial methods are classified as either static or dynamic based on the presence of a nonzero current in the electrochemical cell and the consistency of analyte concentrations. Static methods, such as potentiometry, measure the cell's potential without any significant current...
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Updated: Jun 20, 2025

Orientational Transition in a Liquid Crystal Triggered by the Thermodynamic Growth of Interfacial Wetting Sheets
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Interfacial Stereoelectronic Effect Induced by Anchoring Orientation.

Xiao Wei1, Jinying Wang1, Xinyue Chang1

  • 1Center of Single-Molecule Sciences, Institute of Modern Optics, Frontiers Science Center for New Organic Matter, Tianjin Key Laboratory of Micro-scale Optical Information Science and Technology, College of Electronic Information and Optical Engineering, Nankai University, 38 Tongyan Road, Jinnan District, Tianjin 300350, People's Republic of China.

Nano Letters
|July 17, 2024
PubMed
Summary
This summary is machine-generated.

Researchers discovered a stereoelectronic effect in molecular junctions. Cis configurations show higher conductance than trans, enabling switchable electronic devices and improved material performance.

Keywords:
anchoring orientationcharge transportinterfacial stereoelectronic effectsingle-molecule junction

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Area of Science:

  • Materials Science
  • Surface Chemistry
  • Nanotechnology

Background:

  • Heterogeneous interfaces are crucial for device performance.
  • Understanding metal-molecule interfaces is key for applications like molecular electronics and sensors.

Purpose of the Study:

  • To investigate the interfacial stereoelectronic effect in conjugated molecular junctions.
  • To explore the relationship between molecular configuration and conductance.
  • To demonstrate controllable conductance switching.

Main Methods:

  • First-principles simulation.
  • Scanning tunneling microscopy break junction (STM-BJ) technology.

Main Results:

  • A ubiquitous interfacial stereoelectronic effect was identified in conjugated molecular junctions.
  • Single-molecule junctions with cis configurations exhibit higher conductance than trans configurations.
  • Reversible cis-trans conversions lead to conductance switching, tunable by electric fields.

Conclusions:

  • The stereoelectronic effect significantly influences molecular junction conductance.
  • Controllable conductance switching is achievable through configuration manipulation.
  • Findings offer insights for designing advanced materials and enhancing electronic device performance.