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Updated: May 31, 2026

Preparation and Reactivity of a Triphosphenium Bromide Salt: A Convenient and Stable Source of Phosphorus(I)
Published on: November 22, 2016
rac-2,2'-Bipiperidine-1,1'-diium dibromide.
Marju Laars1, Kerti Ausmees, Marina Kudrjashova
1Tallinn University of Technology, Department of Chemistry, Akadeemia tee 15, 12618 Tallinn, Estonia.
The crystal structure of a bipiperidinium compound, a precursor for organocatalysts, reveals a chair conformation and N-H⋯Br hydrogen bonds forming layered structures. This finding aids in understanding organocatalyst synthesis.
Area of Science:
- Organic Chemistry
- Crystallography
- Materials Science
Background:
- Organocatalysts are crucial in modern synthesis.
- Understanding precursor structures is key to developing new catalysts.
- Bipiperidinium compounds serve as important synthetic intermediates.
Purpose of the Study:
- To elucidate the crystal structure of a bipiperidinium compound.
- To characterize the hydrogen bonding and packing in the crystal lattice.
- To provide insights into the synthesis of organocatalysts.
Main Methods:
- Single-crystal X-ray diffraction analysis.
- Structural elucidation of the bipiperidinium dication and bromide anions.
- Analysis of intermolecular interactions, specifically N-H⋯Br hydrogen bonds.
Main Results:
- The bipiperidinium ion lies on a twofold rotation axis.
- Piperidinium rings adopt a chair conformation.
- Layered structures are formed via N-H⋯Br hydrogen bonds parallel to the ab plane.
Conclusions:
- The determined crystal structure provides a foundation for designing novel organocatalysts.
- The hydrogen bonding network influences the material's properties.
- This study contributes to the field of supramolecular chemistry and catalyst development.
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