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Related Concept Videos

Hydrogen Bonds01:04

Hydrogen Bonds

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A hydrogen bond is formed when a weakly positive hydrogen atom already bonded to one electronegative atom (for example, the oxygen in the water molecule) is attracted to another electronegative atom from another polar molecule, such as water (H2O), hydrogen fluoride (HF), or ammonia (NH3). The huge electronegativity difference between the H atom (2.1) and the atom to which it is bonded (4.0 for an F atom, 3.5 for an O atom, or 3.0 for an N atom), combined with the very small size of an H atom...
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Hydrogen bonds are weak attractions between atoms that have formed other chemical bonds. One of these atoms is electronegative, like oxygen, and has a partial negative charge. The other is a hydrogen atom that has bonded with another electronegative atom and has a partial positive charge.
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Newman Projections02:06

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Different notations are used to represent the three-dimensional structure of molecules on two-dimensional surfaces. One of the most commonly used representations is the dash-wedge formula. The dashed wedges, solid wedges, and the plane lines indicate the groups situated behind the plane, coming out of the plane, and in the plane, respectively.
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Molecular Shapes01:18

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Molecules have characteristic shapes that are crucial for their function. The arrangement of various electron groups around the central atom dictates their molecular geometry. Electron pairs in the valence shell of a central atom will adopt an arrangement that minimizes repulsions between the electron pairs by maximizing the distance between them. The valence electrons form either bonding pairs, located primarily between bonded atoms, or lone pairs.
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Valence shell electron-pair repulsion theory (VSEPR theory) enables us to predict the molecular structure around a central atom from an examination of the number of bonds and lone electron pairs in its Lewis structure. The VSEPR model assumes that electron pairs in the valence shell of a central atom will adopt an arrangement that minimizes repulsions between these electron pairs by maximizing the distance between them. The electrons in the valence shell of a central atom form either bonding...
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Construction and Systematical Symmetric Studies of a Series of Supramolecular Clusters with Binary or Ternary Ammonium Triphenylacetates
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Amine-Directed Hydrogen-Bonded Two-Dimensional Supramolecular Structures.

Sepideh Afsari1, Zhihai Li2, Eric Borguet1

  • 1Department of Chemistry, Temple University, Philadelphia, Pennsylvania, 19122, USA.

Chemphyschem : a European Journal of Chemical Physics and Physical Chemistry
|November 22, 2016
PubMed
Summary
This summary is machine-generated.

Pure amine hydrogen bonding creates novel 2D networks. Adjusting pH triggers structural changes in triaminobenzene (TAB) networks on gold surfaces, enabling controllable molecular assembly.

Keywords:
amineshydrogen bondingpHsupramolecular chemistrytwo-dimensional structures

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Area of Science:

  • Supramolecular chemistry
  • Surface science
  • Materials science

Background:

  • Two-dimensional (2D) molecular networks are constructed using hydrogen bonding.
  • Amine-based hydrogen bonding offers a novel route for network formation.
  • pH-induced structural modifications in molecular systems are of significant interest.

Purpose of the Study:

  • To design and investigate a 2D network of triaminobenzene (TAB) molecules.
  • To explore the influence of pH on the self-assembly of TAB on an Au(111) surface.
  • To demonstrate the potential of pH as a trigger for phase transitions in 2D molecular networks.

Main Methods:

  • Fabrication of a 2D molecular network using triaminobenzene (TAB).
  • Utilizing scanning tunneling microscopy (STM) to image molecular structures.
  • Varying solution pH to observe structural changes on the Au(111) surface.

Main Results:

  • Ordered 2D supramolecular structures of TAB were observed at near-neutral pH (≈5.5) on Au(111).
  • Protonation of TAB at near-neutral pH facilitates intermolecular hydrogen bonding between amine groups.
  • Disordered structures were observed at lower pH due to complete protonation of amine groups, preventing hydrogen bonding.

Conclusions:

  • pH can act as a chemical trigger to control the self-assembly and structural transitions of 2D molecular networks.
  • Triaminobenzene (TAB) molecules form pH-responsive supramolecular structures on electrified surfaces.
  • This work opens avenues for designing dynamic and switchable 2D molecular materials.