Hydroboration of Alkenes and Alkynes Employing Earth-Abundant Metal Catalysts

Arpita Singh, Sara Shafiei-Haghighi, Cecilia R. Smith, Daniel K. Unruh, Michael Findlater

Research output: Contribution to journalArticlepeer-review

19 Scopus citations

Abstract

Iron complexes [BIAN]Fe(I)(η6-toluene) (M1) and [BIAN]FeCl2 (M2) (BIAN=bis(2,6-diisopropylaniline)acenaphthene) were found to be viable catalysts for the regioselective hydroboration of alkynes and alkenes. The hydroboration of alkynes and alkenes in the presence of HBpin and an activator at 70 °C afforded linear vinyl and alkyl boronic esters, respectively. Selectivity up to 98% was observed for alkyl boronic esters and exclusive formation of trans product was observed for vinyl boronic esters.

Original languageEnglish
Pages (from-to)416-420
Number of pages5
JournalAsian Journal of Organic Chemistry
Volume9
Issue number3
DOIs
StatePublished - Mar 1 2020

Keywords

  • Alkenes
  • Alkynes
  • BIAN
  • Hydroboration
  • Iron

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