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Mizoroki-Heck Cross-coupling Reactions Catalyzed by Dichloro{bis[1,1',1''-(phosphinetriyl)tripiperidine]}palladium Under Mild Reaction Conditions
Published on: March 20, 2014
3,3-Bis(4-bromo-phenyl-sulfan-yl)-1-methyl-piperidin-2-one.
Julio Zukerman-Schpector1, Paulo R Olivato, Carlos R Cerqueira
1Departmento de Química, Universidade Federal de São Carlos, CP 676, 13565-905 São Carlos-SP, Brazil.
Summary
This study details the crystal structure of a novel organic compound, C18H17Br2NOS2. Key findings include its unique piperidin-2-one ring conformation and the formation of helical supramolecular chains through specific intermolecular interactions.
Area of Science:
- Organic Chemistry
- Crystallography
- Supramolecular Chemistry
Background:
- Understanding the three-dimensional structure of organic molecules is crucial for predicting their properties and reactivity.
- Crystal packing analysis reveals intermolecular forces that dictate solid-state architecture.
- Piperidin-2-one derivatives are of interest in medicinal chemistry and materials science.
Purpose of the Study:
- To elucidate the detailed crystal structure of the compound C18H17Br2NOS2.
- To analyze the conformational preferences of the piperidin-2-one ring.
- To investigate the intermolecular interactions and supramolecular assembly in the crystal lattice.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
- Conformational analysis of the piperidin-2-one ring was performed.
- Analysis of intermolecular interactions (C-H⋯O, C-H⋯Br, C-H⋯π) and crystal packing was conducted.
Main Results:
- The piperidin-2-one ring adopts a half-chair conformation.
- The dihedral angle between the benzene rings is 59.95(11)°, indicating a splayed disposition.
- Helical supramolecular chains along the b axis, stabilized by C-H⋯O interactions, were identified as a key feature of the crystal packing.
- A 3D architecture is formed through C-H⋯Br and C-H⋯π interactions.
Conclusions:
- The study provides a comprehensive structural characterization of C18H17Br2NOS2.
- The observed crystal packing highlights the significant role of non-covalent interactions in directing supramolecular assembly.
- The findings contribute to the understanding of structure-property relationships in organic crystalline materials.
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