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Initial Investigation of C–H Functionalization of Pentafluorobenzene with 2-Chloroquinoline Catalyzed by Palladium and Hemilabile Benzimidazolyl Phosphine Ligands

Research output: Chapter in Book/Report/Conference proceeding › Conference contribution › peer-review

Abstract

We report the first general examples of palladium-catalyzed C–H functionalization of pentafluorobenzene with 2-chloroquinoline, enabled by a family of hemilabile benzimidazolyl phosphine ligands bearing tunable P,O or P,N coordination motifs. These ligands, designed to exhibit both soft (phosphorus) and hard (oxygen or nitrogen) donor atoms, offer dynamic binding properties that enhance catalytic performance under reaction conditions. Among the ligand variants investigated, the one featuring a –Pt-Bu2 moiety and 5,6-dimethyl substitution on the benzimidazole ring demonstrated reasonable reactivity and efficiency with 1 mol% Pd catalyst loading. This study highlights the potential of modularly designed hemilabile ligands in facilitating challenging C–H functionalization reactions and provides a promising platform for further development of ligand-controlled catalytic systems.

Original languageEnglish
Title of host publicationProceedings of the 11th World Congress on Mechanical, Chemical, and Material Engineering, MCM 2025
EditorsHuihe Qiu, Yuwen Zhang, Marcello Iasiello
DOIs
Publication statusPublished - 2025
Event11th World Congress on Mechanical, Chemical, and Material Engineering, MCM 2025 - Paris, France
Duration: 19 Aug 2025 → 21 Aug 2025

Publication series

NameProceedings of the World Congress on Mechanical, Chemical, and Material Engineering
ISSN (Electronic)2369-8136

Conference

Conference11th World Congress on Mechanical, Chemical, and Material Engineering, MCM 2025
Country/TerritoryFrance
CityParis
Period19/08/25 → 21/08/25

Keywords

  • Catalysis
  • C–H Functionalization
  • Hemilabile
  • Palladium-Catalyzed

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