Photoexcited Cobalt Catalysed Endo-Selective Alkyl Heck Reaction

Chenyang Wang, Luis Miguel Azofra, Phong Dam, Edelman Jose Espinoza Suarez, Hieu Trung Do, Jabor Rabeah, Angelika Brückner, Osama El-Sepelgy

Research output: Contribution to journalArticlepeer-review

3 Scopus citations

Abstract

Herein we report an intramolecular endo-selective Heck reaction of iodomethylsilyl ethers of phenols and alkenols. The reaction leads to the formation of seven- and eight-membered siloxycycles in excellent yields which could be further converted into the corresponding allylic alcohols upon oxidation. Thus, the method could be used for the selective (Z)-hydroxymethylation of o-hydroxystyrenes and alkenols. Rapid scan EPR experiments and DFT calculations suggests a concerted β-hydrogen elimination event to take place in the triplet state.
Original languageEnglish (US)
JournalChemical Communications
DOIs
StatePublished - Feb 24 2023
Externally publishedYes

ASJC Scopus subject areas

  • Materials Chemistry
  • Surfaces, Coatings and Films
  • Metals and Alloys
  • Ceramics and Composites
  • General Chemistry
  • Catalysis
  • Electronic, Optical and Magnetic Materials

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