4.7 Article

A PH-functionalized dicationic bis(imidazolio)diphosphine

Journal

DALTON TRANSACTIONS
Volume 51, Issue 3, Pages 998-1007

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d1dt03978d

Keywords

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Funding

  1. German Research Foundation (DFG) [GU 415/17-1, INST 40/575-1 FUGG (JUSTUS2 cluster)]
  2. state of Baden-Wurttemberg through bwHPC

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The reaction between the iodide salt of a secondary imidazolio-iodophosphine and an imidazolio-phosphide in the presence of GaI3 results in the isolable salt of a dicationic, bis(imidazolio)-substituted dihydro-diphosphine. Further reactions and computational studies have provided insights into the structure, stereochemistry, and bonding situation of the diphosphine dications. NMR spectroscopy showed that the dications exist as a mixture of meso- and rac-diastereomers in solution.
Reaction of the iodide salt of a secondary imidazolio-iodophosphine [(L)PHI]I (L+ = 1,3-diarylimidazolium-yl) with an imidazolio-phosphide (L)PH in the presence of GaI3 afforded the isolable salt of a dicationic, bis(imidazolio)-substituted dihydro-diphosphine [(L)(2)P2H2][GaI4](2). Non-preparative formation of the cationic diphosphines was also observed upon spontaneous dehalo-coupling of [(L)PHI](+), or in reactions of [(L)PHI]I and (L)PH in the absence of GaI3. Further reaction of [(L)(2)P2H2](2+) with (L)PH produced an iodide salt of a known (bis)imidazolio-diphosphide monocation [(L)(2)P2H](+). The identity of cationic diphosphines and diphosphides was established by single-crystal X-ray diffraction studies. NMR spectroscopy revealed that dications [(L)(2)P2H2](2+) exist as a mixture of meso- and rac-diastereomers in solution. Computational studies confirmed the stereochemical assignment of the isomers observed, and gave insight into the bonding situation of the diphosphine dications.

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