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Large, weakly basic bis(carboranyl)phosphines: an experimental and computational study.

Laura E Riley1, Tobias Krämer1, Claire L McMullin2

  • 1Institute of Chemical Sciences, Heriot-Watt University, Edinburgh, UK EH14 4AS. t.kraemer@hw.ac.uk a.j.welch@hw.ac.uk.

Dalton Transactions (Cambridge, England : 2003)
|April 6, 2017
PubMed
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New bis(carboranyl)phosphines exhibit steric properties comparable to established ligands. Intramolecular dihydrogen bonding influences their structure and spectroscopic properties, indicating weak basicity.

Area of Science:

  • Organometallic Chemistry
  • Supramolecular Chemistry
  • Computational Chemistry

Background:

  • Bis(carboranyl)phosphines are novel ligands with potential applications in catalysis.
  • Understanding their structural, steric, and electronic properties is crucial for ligand design.
  • Intramolecular interactions can significantly influence molecular conformation and reactivity.

Purpose of the Study:

  • To synthesize and characterize new bis(carboranyl)phosphine ligands.
  • To investigate the structural and electronic factors governing their properties.
  • To assess their steric demands and basicity for potential applications.

Main Methods:

  • Synthesis of bis(carboranyl)phosphines and their derivatives (gold complexes, selenides).
  • Spectroscopic characterization (NMR, including 2JPH and 1JPSecoupling constants).

Related Experiment Videos

  • X-ray crystallography and Density Functional Theory (DFT) calculations.
  • Steric analysis using Tolman cone angle and percent buried volume.

    • Main Results:

    • Successful synthesis and characterization of bis(carboranyl)phosphines (I, 1) and their derivatives (2-5).
    • Crystallographic and DFT studies revealed intramolecular dihydrogen bonding in 1, influencing ethyl group orientation and 2JPH coupling.
    • Steric analysis indicated that ligands I and 1 possess steric demands comparable to tricyclohexylphosphine (PCy3).
    • The largest reported 1JPSecoupling constants for carboranylphosphine selenides (4, 5) suggest very weak basicity of the parent phosphines.

    Conclusions:

    • Bis(carboranyl)phosphines I and 1 are sterically similar to PCy3, making them potentially useful bulky ligands.
    • Intramolecular dihydrogen bonding plays a key role in the observed structural and spectroscopic features.
    • The ligands exhibit very weak basicity, as evidenced by large 1JPSecoupling constants in their selenide derivatives.