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Updated: Jun 1, 2026

Preparation and Reactivity of a Triphosphenium Bromide Salt: A Convenient and Stable Source of Phosphorus(I)
Published on: November 22, 2016
(R(P))-Menthyl (1-hydroxy-cyclo-hexyl)phenyl-phosphinate.
1College of Chemistry and Chemical Engineering, Liaocheng University, Shandong 252059, People's Republic of China.
This study details a novel chiral organophosphorus compound with a specific R(P) configuration. Molecular analysis revealed hydrogen bonding and disordered methyl groups in its crystal structure.
Area of Science:
- Organophosphorus Chemistry
- Crystallography
- Stereochemistry
Background:
- Organophosphorus compounds are crucial in various chemical applications.
- Understanding the stereochemistry and crystal packing of novel compounds is vital for predicting their properties and reactivity.
- Chirality in phosphorus centers presents unique synthetic and analytical challenges.
Purpose of the Study:
- To synthesize and characterize a novel chiral organophosphorus compound.
- To determine the absolute configuration and crystal structure of the title compound.
- To investigate intermolecular interactions and solid-state behavior.
Main Methods:
- Single-crystal X-ray diffraction was employed to elucidate the molecular and crystal structure.
- Chiral analysis confirmed the axial chirality at the phosphorus center.
- Spectroscopic methods (NMR, IR) were used for structural confirmation.
Main Results:
- The title compound, C(22)H(35)O(3)P, was successfully synthesized and characterized.
- The crystal structure revealed a tetra-hedral phosphorus atom with R(P) axial chirality.
- Molecules form chains via O-H⋯O hydrogen bonds, and isopropyl methyl groups exhibit disorder.
Conclusions:
- The study provides a detailed structural analysis of a novel chiral organophosphorus compound.
- The R(P) configuration and hydrogen-bonding interactions dictate the compound's solid-state organization.
- The observed disorder offers insights into molecular flexibility within the crystal lattice.
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