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From Molecules to Materials: Engineering New Ionic Liquid Crystals Through Halogen Bonding
Published on: March 24, 2018
Imaging the halogen bond in self-assembled halogenbenzenes on silver
Zhumin Han1, Gregory Czap1, Chi-Lun Chiang1
1Department of Physics and Astronomy, University of California, Irvine, CA 92697-4575, USA.
This study visualizes halogen bonds in self-assembled halogenbenzene molecules using inelastic tunneling probe microscopy. It reveals the nature of intermolecular attraction and unique bonding patterns, enhancing our understanding of halogen bonding.
Area of Science:
- Surface Science
- Supramolecular Chemistry
- Chemical Physics
Background:
- Halogens are highly electronegative elements with varying properties.
- Intermolecular bonding involving halogens requires specific descriptions.
- Understanding halogen bonds is crucial in chemistry and materials science.
Purpose of the Study:
- To visualize intermolecular bonding in 2D self-assembly of halogenbenzene molecules.
- To elucidate the nature of halogen bonds using real-space imaging.
- To investigate the role of halogen size and polarizability in bonding.
Main Methods:
- Utilizing inelastic tunneling probe (itProbe) microscopy.
- Acquiring real-space imaging of molecular structures.
- Studying two-dimensional self-assembly of halogenbenzene on a metal surface.
Main Results:
- Direct visualization of intermolecular attraction between halogenbenzene molecules.
- Observation of a distinct "windmill" bonding pattern in fully halogenated molecules.
- Detailed real-space imaging of halogen-bonding structures.
Conclusions:
- Provides a missing understanding of the fundamental nature of the halogen bond.
- Demonstrates the capability of itProbe for imaging complex intermolecular interactions.
- Highlights the influence of halogen properties on self-assembly and bonding.
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Halogenation is another class of electrophilic addition reactions where a halogen molecule gets added across a π bond. In alkynes, the presence of two π bonds allows for the addition of two equivalents of halogens (bromine or chlorine). The addition of the first halogen molecule forms a trans-dihaloalkene as the major product and the cis isomer as the minor product. Subsequent addition of the second equivalent yields the tetrahalide.
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