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November 17, 2025Journal of the American Chemical Society

Bulky Phosphine Ligands Promote Palladium-Catalyzed Protodeboronation

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Authors

CSCher Tian SerHHHan HaoSGSergio Pablo Garcia

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Overview

Automated high-throughput experimentation shows cross-coupling is challenged by protodeboronation linked to boronic acid behavior.

Key Points

  • Protodeboronation is accelerated by palladium complexes bound to bulky phosphine ligands, complicating cross-coupling.
  • Key finding: protodeboronation consumes boronic acid derivatives crucial for Suzuki-Miyaura reactions.
  • Analysis via kinetic modeling and automated high-throughput experimentation illustrates mechanistic sensitivities.
  • This may require revisiting ligand choices to optimize reaction outcomes in palladium-catalyzed processes.

Cite This Study

Ser et al. (2025) studied this question.

synapsesocial.com/papers/692509f6c0ce034ddc352d69https://doi.org/10.1021/jacs.5c14153
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