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Palladium N-Heterocyclic Carbene Complexes: Synthesis from Benzimidazolium Salts and Catalytic Activity in Carbon-carbon Bond-forming Reactions
Published on: July 30, 2017
Three (E)-2-[(bromophenyl)iminomethyl]-4-methoxyphenols
Arzu Ozek1, Ciğdem Albayrak, Mustafa Odabaşoğlu
1Department of Physics, Ondokuz Mayis University, TR-55139 Samsun, Turkey. arzuozek@omu.edu.tr
Summary
This study investigates three bromophenyl iminomethyl methoxyphenol compounds, revealing their phenol-imine tautomeric forms and distinct hydrogen bonding patterns. Crystal packing is influenced by intramolecular, intermolecular, and pi-pi interactions.
Area of Science:
- Crystal engineering
- Organic chemistry
- Supramolecular chemistry
Background:
- Phenol-imine compounds are known for their tautomerism and hydrogen bonding capabilities.
- Understanding crystal packing is crucial for designing materials with specific properties.
Purpose of the Study:
- To characterize the crystal structures and intermolecular interactions of three novel bromophenyl iminomethyl methoxyphenol derivatives.
- To elucidate the role of hydrogen bonding and pi-pi interactions in their crystal packing.
Main Methods:
- Single crystal X-ray diffraction was employed to determine the molecular and crystal structures.
- Analysis of hydrogen bonding (O-H...N) and other intermolecular interactions (C-H...pi, pi-pi) was performed.
- Dihedral angles between aromatic rings were measured to assess molecular conformation.
Main Results:
- All three compounds exist in the phenol-imine tautomeric form with strong intramolecular O-H...N hydrogen bonds.
- Compound (I) exhibits strong intermolecular hydrogen bonds, while compound (III) shows weak ones.
- Intermolecular interactions, including C-H...pi and pi-pi interactions, significantly influence crystal packing in compounds (I) and (III).
- Dihedral angles between aromatic rings varied significantly across the three compounds.
Conclusions:
- The study highlights the diverse roles of hydrogen bonding and pi-pi interactions in dictating the crystal structures of these phenol-imine derivatives.
- The observed variations in crystal packing suggest potential for tuning material properties through structural modification.
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