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Related Experiment Video

Updated: Jan 19, 2026

Synthesis of a Borylated Ibuprofen Derivative Through Suzuki Cross-Coupling and Alkene Boracarboxylation Reactions
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Suzuki-Miyaura coupling revisited: an integrated computational study.

Tolga Yaman1, Jeremy N Harvey

  • 1Division of Quantum Chemistry and Department of Chemistry, KU Leuven, Celestijnenlaan 200F, B-3001 Leuven, Belgium. jeremy.harvey@kuleuven.be.

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New density functional theory computations refine understanding of the Suzuki-Miyaura cross-coupling reaction mechanism. Calculations reveal key catalytic steps, including oxidative addition and transmetallation, can be close in energy.

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Area of Science:

  • Organometallic Chemistry
  • Computational Chemistry
  • Catalysis

Background:

  • The Suzuki-Miyaura cross-coupling reaction is vital for C-C bond formation.
  • Palladium phosphine complexes are widely used catalysts.
  • Understanding reaction mechanisms is crucial for catalyst optimization.

Purpose of the Study:

  • To investigate the mechanism of the Suzuki-Miyaura cross-coupling reaction using advanced theoretical methods.
  • To refine the understanding of catalytic bottlenecks.
  • To benchmark computational accuracy against new experimental data.

Main Methods:

  • Density Functional Theory (DFT) computations.
  • Modeling of reactant base Gibbs energy.
  • Comparison with experimental data on pre-transmetallation intermediates.

Main Results:

  • Calculations provide insights into the catalytic cycle of Suzuki-Miyaura coupling.
  • Identified potential energy bottlenecks in oxidative addition, X-to-O substitution, and transmetallation.
  • Computational results align with experimental findings on Pd-O-B intermediates.

Conclusions:

  • DFT computations offer a valuable tool for studying Suzuki-Miyaura reaction mechanisms.
  • Catalytic efficiency may be limited by steps with similar energy barriers.
  • Accurate theoretical modeling is essential for advancing cross-coupling chemistry.