Radical Isomerization and Cycloisomerization Initiated by H• Transfer

Gang Li, Jonathan L. Kuo, Arthur Han, Janine M. Abuyuan, Lily C. Young, Jack R. Norton, Joshua H. Palmer

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Abstract

Under H2 pressure, CoII(dmgBF2)2L2 (L = H2O, THF) generates a low concentration of an H• donor. Transfer of the H• onto an olefin gives a radical that can either (1) transfer an H• back to the metal, generating an isomerized olefin, or (2) add intramolecularly to a double bond, generating a cyclized radical. Transfer of an H• back to the metal from the cyclized radical results in a cycloisomerization. Both outcomes are favored by the low concentration of the cobalt H• donor, whereas hydrogenation and cyclohydrogenation are more likely with other catalysts (when the concentration of the H• donor is high).

Original languageEnglish (US)
Pages (from-to)7698-7704
Number of pages7
JournalJournal of the American Chemical Society
Volume138
Issue number24
DOIs
StatePublished - Jun 22 2016

All Science Journal Classification (ASJC) codes

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

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