Visible Light-Driven E-Selective Semihydrogenation of Alkynes and Their Application in the Treatment of Glioblastoma Multiforme

  • Huihui Yang
  • , Xianglong Wang
  • , Siqi Chen
  • , Shutang Li
  • , Baohu Li
  • , Yanrui Fan
  • , Haoze He
  • , Zhou Lin
  • , Jinfei Yang

Research output: Contribution to journalArticlepeer-review

Abstract

A visible light-driven E-selective semihydrogenation scheme of alkyne compounds is developed for designing and synthesizing glioblastoma multiforme inhibitors. Herein, room-temperature semihydrogenation reactions of various alkyne compounds are successfully achieved under the irradiation of white light. The representative reaction mechanism is decoded through theoretical calculations and deuteration experiments, revealing the critical roles played by [Ir(Cp-Me5)Cl2]2, PdCl2, DPPE and TEOA as photosensitizer, catalyst, ligand, and electron donor, respectively. This method exhibits excellent E-selectivity and broad functional group compatibility and demonstrates its practical value by producing pinosylvin and its derivatives with strong inhibitory effects on U87 cells.

Original languageEnglish
Article numbere202401370
JournalEuropean Journal of Organic Chemistry
Volume28
Issue number19
DOIs
StatePublished - 27 May 2025

Keywords

  • E -selectivities
  • density functional theory calculations
  • glioblastoma multiforme
  • semihydrogenation
  • semihydrogenations
  • visible light-driven

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