Alcohol Synthesis by Cobalt-Catalyzed Visible-Light-Driven Reductive Hydroformylation

Connor S. MacNeil, Lauren N. Mendelsohn, Tyler P. Pabst, Gabriele Hierlmeier, Paul J. Chirik

Research output: Contribution to journalArticlepeer-review

1 Scopus citations

Abstract

A cobalt-catalyzed reductive hydroformylation of terminal and 1,1-disubstituted alkenes is described. One-carbon homologated alcohols were synthesized directly from CO and H2, affording anti-Markovnikov products (34−87% yield) with exclusive regiocontrol (linear/branch >99:1) for minimally functionalized alkenes. Irradiation of the air-stable cobalt hydride, (dcype)Co(CO)2H (dcype = dicyclohexylphosphinoethane) with blue light generated the active catalyst that mediates alkene hydroformylation and subsequent aldehyde hydrogenation. Mechanistic origins of absolute regiocontrol were investigated by in situ monitoring of the tandem catalytic reaction using multinuclear NMR spectroscopy with syngas mixtures.

Original languageEnglish (US)
Pages (from-to)19219-19224
Number of pages6
JournalJournal of the American Chemical Society
Volume144
Issue number42
DOIs
StatePublished - Oct 26 2022

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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