1,3-Carboboration of iodonium ylides

Theodore A. Gazis, Bayan A.J. Mohajeri Thaker, Darren Willcox, Darren M.C. Ould, Jan Wenz, Jeremy M. Rawson, Michael S. Hill, Thomas Wirth, Rebecca L. Melen

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

Herein, we disclose the utilisation of iodonium ylides to access a range of boron dienolates. Heating of acyclic iodonium ylides in the presence of different aryl boranes leads to the formation of rare 1,3-carboboration products. This methodology could not be expanded to cyclic iodonium ylides which instead formed a Lewis acid-base adduct. Products proved to be remarkably stable under a wide range of conditions allowing for their long term storage.

Original languageEnglish
Pages (from-to)3345-3348
Number of pages4
JournalChemical Communications
Volume56
Issue number22
Early online date14 Feb 2020
DOIs
Publication statusPublished - 18 Mar 2020

ASJC Scopus subject areas

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

Cite this

Gazis, T. A., Mohajeri Thaker, B. A. J., Willcox, D., Ould, D. M. C., Wenz, J., Rawson, J. M., Hill, M. S., Wirth, T., & Melen, R. L. (2020). 1,3-Carboboration of iodonium ylides. Chemical Communications, 56(22), 3345-3348. https://doi.org/10.1039/c9cc08749d