An “On-Demand”, Selective Dehydrogenative Borylation or Hydroboration of Terminal Alkynes Using Zn2+-based Catalyst

Kuldeep Jaiswal, Kristina Groutchik, Deependra Bawari, Roman Dobrovetsky

Research output: Contribution to journalArticlepeer-review

Abstract

An air-stable dicationic Zn2+ complex (1) in a tripod-type ligand with non-bound phosphorus base and three pyridinyl “arms” (TPPh) was synthesized. Remarkably, while 2 mol% of 1 at room temperature selectively catalyzed dehydrogenative borylation of terminal alkynes with HBPin, a lower loading of 1 (0.5 mol%) at 90 °C selectively promoted hydroboration reaction of the same alkynes skipping the dehydrogenative borylation step. The mode of action of 1 was proposed based on experimental observations as well as the mechanism of dehydrogenative borylation was studied by DFT computations.

Original languageEnglish
Article numbere202200004
JournalChemCatChem
Volume14
Issue number9
DOIs
StatePublished - 6 May 2022

Keywords

  • FLP
  • HBpin
  • dehydrogenative borylation
  • hydroboration
  • zinc

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