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Trimeric perfluoro-ortho-phenylenemercury: a versatile Lewis acidic host
Mason R Haneline1, Robert E Taylor, François P Gabbaï
1Department of Chemistry, Texas A&M University, College Station, TX 77843-3255, USA.
Chemistry (Weinheim an Der Bergstrasse, Germany)
|November 13, 2003
Summary
Trimeric perfluoro-ortho-phenylenemercury, a Lewis acidic host, readily complexes with electron-rich substrates. Its structure facilitates non-covalent interactions, forming supramolecular stacks with arenes and exhibiting a mercury heavy atom effect.
Area of Science:
- Supramolecular Chemistry
- Organometallic Chemistry
Background:
- Trimeric perfluoro-ortho-phenylenemercury (1) is a simple trifunctional Lewis acidic host.
- Cooperative effects from mercury(II) centers and electron-withdrawing backbone enhance complexation.
Purpose of the Study:
- To investigate the complexation abilities and supramolecular assembly of perfluoro-ortho-phenylenemercury.
- To explore the role of Lewis acidity and non-covalent interactions in host-guest chemistry.
Main Methods:
- Synthesis and characterization of trimeric perfluoro-ortho-phenylenemercury.
- Crystallographic analysis of supramolecular complexes.
- Spectroscopic studies to investigate photoluminescence.
Main Results:
- Compound 1 efficiently complexes neutral and electron-rich substrates due to accessible electrophilic sites.
- The compound forms cofacial dimers and extended binary supramolecular stacks with arenes.
- Photoluminescence in complexes indicates a mercury heavy atom effect on aromatic phosphorescence.
Conclusions:
- Lewis acidity and non-covalent interactions of compound 1 drive supramolecular assembly.
- The mercury heavy atom effect influences photophysical properties of supramolecular complexes.
- Perfluoro-ortho-phenylenemercury serves as a versatile building block for supramolecular structures.