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Intramolecular Communication in Anionic Oxidized Phosphanes through a Chelated Proton.

A R Popescu1, I Rojo1, F Teixidor1

  • 1Institut de Ciència de Materials de Barcelona, Campus U.A.B., 08193 Bellaterra (Spain), Fax: (+34) 93-580-57-29.

Chemistry (Weinheim an Der Bergstrasse, Germany)
|May 1, 2015
PubMed
Summary

The oxidation of diphosphane ortho-carboranes with hydrogen peroxide involves two steps. Phosphorus atoms are oxidized first, followed by deboronation of the closo cluster.

Keywords:
carboranescarboranylphosphaneshydrogen bondsoxidationphosphorus

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Area of Science:

  • Organometallic Chemistry
  • Boron Chemistry
  • Carborane Chemistry

Background:

  • Ortho-carboranes are versatile boron clusters with potential applications in various fields.
  • Understanding the reactivity of functionalized carboranes is crucial for developing new synthetic methodologies.
  • Phosphorus-containing carboranes offer unique electronic and structural properties.

Purpose of the Study:

  • To investigate the oxidation mechanism of 1,2-(PR2)2-1,2-closo-C2B10H10 (R=Ph, iPr) using hydrogen peroxide.
  • To determine the sequence of oxidation and deboronation steps in this reaction.
  • To elucidate the electronic structure of the resulting diphosphane ortho-carborane derivatives.

Main Methods:

  • Oxidation reactions using hydrogen peroxide in acetone.
  • Nuclear Magnetic Resonance (NMR) spectroscopy for structural and kinetic analysis.
  • Density Functional Theory (DFT) calculations and Natural Bond Orbital (NBO) analysis for electronic structure investigation.

Main Results:

  • The reaction proceeds in a two-step manner: initial oxidation of phosphorus atoms followed by partial deboronation of the closo cluster.
  • Kinetic data supports the proposed reaction pathway.
  • DFT and NBO analyses provided insights into the electronic redistribution during the oxidation process.

Conclusions:

  • The study clarifies the reaction mechanism for the oxidation of diphosphane ortho-carboranes.
  • The findings contribute to a deeper understanding of carborane chemistry and reactivity.
  • This work provides a basis for the synthesis of novel functionalized carborane derivatives.