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Synthesis of pH Dependent Pyrazole, Imidazole, and Isoindolone Dipyrrinone Fluorophores using a Claisen-Schmidt Condensation Approach
Published on: June 10, 2021
1-(3,5-Dimeth-oxy-benz-yl)-1H-pyrrole
Yueqing Li1, Xu Zhang, Shiyong Huo
1School of Pharmaceutical Science and Technology, Dalian Unversity of Technology, PO Box G303, Linggong Road 2, Dalian 116024, People's Republic of China.
Summary
Researchers synthesized a novel compound, C(13)H(15)NO(2), from 3,5-dimethoxy-benzaldehyde. Crystal analysis revealed a near-perpendicular arrangement between its pyrrole and benzene rings, forming a 3D network via weak interactions.
Area of Science:
- Organic Chemistry
- Crystallography
- Supramolecular Chemistry
Background:
- The synthesis of novel organic compounds is crucial for developing new materials and pharmaceuticals.
- Understanding molecular packing and intermolecular interactions in the solid state provides insights into material properties.
Purpose of the Study:
- To synthesize and characterize a new organic compound with potential applications.
- To investigate the crystal structure and intermolecular interactions of the synthesized compound.
Main Methods:
- Chemical synthesis utilizing 3,5-dimethoxy-benzaldehyde as a precursor.
- Single-crystal X-ray diffraction to determine the molecular and crystal structure.
- Analysis of non-covalent interactions, including C-H⋯O and C-H⋯π bonds.
Main Results:
- Successful synthesis of the title compound, C(13)H(15)NO(2).
- The dihedral angle between the pyrrole and benzene rings was determined to be 89.91(5)°, indicating a near-planar arrangement.
- The crystal structure is stabilized by a three-dimensional network formed through weak C-H⋯O and C-H⋯π interactions.
Conclusions:
- The synthesized compound exhibits a unique spatial arrangement of its aromatic and heterocyclic rings.
- Weak intermolecular forces play a significant role in the self-assembly of the molecules in the crystal lattice.
- The findings contribute to the understanding of structure-property relationships in organic crystalline materials.
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