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August 20, 2025Open Access

Bulky phosphine ligands promote palladium-catalyzed protodeboronation

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Authors

CSCher Tian SerHHHan HaoSPSergio Pablo‐García

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Overview

Analysis demonstrates protodeboronation accelerates with palladium complexed to bulky phosphine ligands, indicating careful ligand selection is crucial.

Key Points

  • Protodeboronation accelerates with bulky phosphine ligands in palladium-catalyzed reactions, potentially impairing product formation.
  • Key evidence shows that palladium(II) complexes bound to hindered ligands speed up protodeboronation compared to weaker ligands.
  • Automated high-throughput experimentation and computational analyses reveal complex mechanistic insights into these reactions.
  • Findings highlight the need for careful consideration when choosing ligands in Suzuki-Miyaura cross-coupling reactions.

Cite This Study

Ser et al. (2025) studied this question.

synapsesocial.com/papers/68af4eb4ad7bf08b1ead7676https://doi.org/10.26434/chemrxiv-2024-cw8cs-v3
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Also Consider

Synapse has enriched 5 closely related papers on similar clinical questions. Consider them for comparative context:

  1. 1Bulky phosphine ligands promote palladium-catalysed protodeboronation2024 · 1 citations
  2. 2Bulky Phosphine Ligands Promote Palladium-Catalyzed Protodeboronation2025
  3. 3Highly Efficient Monophosphine-Based Catalyst for the Palladium-Catalyzed Suzuki−Miyaura Reaction of Heteroaryl Halides and Heteroaryl Boronic Acids and Esters2007 · 575 citations
  4. 4Dual-Ligand System for Mild Decarbonylative Suzuki–Miyaura Cross-Coupling of Aroyl Chlorides2026
  5. 5Applications of the phosphine ligands to the challenging cross-coupling reactions2026