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Preparation and Reactivity of a Triphosphenium Bromide Salt: A Convenient and Stable Source of PhosphorusI
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Phosphangulene: A Molecule for All Chemists.

Alice Heskia1, Thierry Maris1, James D Wuest1

  • 1Département de Chimie, Université de Montréal, Montréal, Québec H2V0B3, Canada.

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Phosphangulene (1) and its derivatives are versatile molecules for studying solid-state organization and creating novel materials. Their unique shapes and packing behaviors lead to interesting properties like polymorphism and utility in fullerene co-crystallization.

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Area of Science:

  • Supramolecular Chemistry
  • Materials Science
  • Crystallography

Background:

  • Phosphangulene (1) is a hexacyclic triarylphosphine with a unique conical shape.
  • Its derivatives, such as phosphangulene oxide (7a), exhibit distinct packing behaviors in the solid state.
  • The phosphangulene family is amenable to systematic structural modifications.

Purpose of the Study:

  • To investigate the principles governing molecular organization in solids using phosphangulene and its derivatives.
  • To explore the impact of structural modifications on crystal packing and polymorphism.
  • To assess the utility of phosphangulene derivatives in co-crystallizing fullerenes and constructing complex molecular architectures.

Main Methods:

  • Single-crystal X-ray diffraction to characterize crystal structures and polymorphism.
  • Systematic synthesis of phosphangulene derivatives (chalcogenides).
  • Co-crystallization studies with fullerenes and other molecules.

Main Results:

  • Phosphangulene (1) forms an efficient, polar, pyroelectric crystal structure (R3m).
  • Phosphangulene oxide (7a) and other chalcogenides exhibit high levels of polymorphism due to inefficient packing.
  • Phosphangulene derivatives serve as effective partners for co-crystallizing fullerenes, enabling control over fullerene organization without hindering conductivity.
  • New strategies utilizing the central phosphorus atom allow for the creation of complex structures with large curved aromatic surfaces.

Conclusions:

  • Phosphangulene and its derivatives are valuable tools for understanding molecular organization in solids.
  • The inherent structural flexibility and packing characteristics of phosphangulene derivatives lead to significant polymorphism and unique co-crystallization behaviors.
  • Phosphangulene represents a versatile molecular platform with broad applications in materials science, supramolecular chemistry, and beyond.