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Updated: Jan 18, 2026

From Molecules to Materials: Engineering New Ionic Liquid Crystals Through Halogen Bonding
Published on: March 24, 2018
Thermodynamic Evaluation of Halogen Abstracting Abilities of Diazaphosphinyl Radicals
Yu-Shan Zhang1, Likun Dong1, Bing Zhong1
1Center of Basic Molecular Science (CBMS), Department of Chemistry, Tsinghua University, Beijing 100084, China.
Abstract:
Halogen atom transfer (XAT) is a pivotal strategy for generating carbon-centered radicals in organic chemistry, yet current methodologies often rely on toxic tin-based reagents or inefficient organosilanes. This study explores diazaphosphinyl (N-heterocyclic phosphinyl, NHP•) radicals as new halogen abstractors, leveraging their nucleophilic and halophilic properties. We synthesized a series of NHP-X (X = Cl or Br) compounds, systematically determining their P-X bond energies and related redox potentials. Thermodynamic analysis reveals that NHP• are good halogen abstractors, which was validated experimentally, highlighting their potential application in sustainable XAT processes.
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