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Efficient Synthesis of Polyfunctionalized Benzenes in Water via Persulfate-promoted Benzannulation of α,β-Unsaturated Compounds and Alkynes
Published on: December 16, 2019
2-Hydroxy-4,6-dimethoxy-3-(3-methylbutanoyl)benzaldehyde.
Jan W Bats1, Matthias Gerlach, Michael Reggelin
1Institut für Organische Chemie, Universität Frankfurt, Max-von-Laue-Strasse 7, D-60438 Frankfurt am Main, Germany. bats@chemie.uni-frankfurt.de
Acta Crystallographica. Section C, Crystal Structure Communications
|November 9, 2007
Summary
This study details the molecular structure of C(14)H(18)O(5), revealing two independent molecules with intramolecular hydrogen bonds. Molecular stacking along the a-axis shows specific interplanar angles and distances, offering insights into crystal packing.
Area of Science:
- Crystallography
- Organic Chemistry
- Molecular Structure Analysis
Background:
- Understanding the three-dimensional arrangement of atoms in organic compounds is crucial for predicting their properties and reactivity.
- Crystal structure analysis provides fundamental insights into intermolecular forces and packing motifs.
Purpose of the Study:
- To elucidate the crystal structure of the title compound, C(14)H(18)O(5).
- To characterize the relationship between independent molecules and their packing arrangement.
- To investigate the presence and nature of intramolecular hydrogen bonding.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
- Analysis of crystallographic data to identify symmetry elements, molecular conformations, and intermolecular interactions.
- Geometric analysis of molecular stacking, including interplanar angles, distances, and ring offsets.
Main Results:
- The asymmetric unit contains two independent molecules of C(14)H(18)O(5) related by a local noncrystallographic a-glide plane.
- Both molecules exhibit an intramolecular hydrogen bond between hydroxyl and aldehyde groups.
- A distinct molecular stacking along the a-axis was observed, characterized by specific interplanar angles (1.6(1)°), distances (3.399(3)–3.417(3) Å), and ring offsets (1.38(1) Å).
Conclusions:
- The crystal structure of C(14)H(18)O(5) is characterized by a pseudo-glide plane and intramolecular hydrogen bonding.
- The observed molecular stacking suggests specific intermolecular interactions influencing the solid-state arrangement.
- These findings contribute to the understanding of structure-property relationships in organic crystalline materials.
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