Ligand design for Rh(iii)-catalyzed C-H activation: An unsymmetrical cyclopentadienyl group enables a regioselective synthesis of dihydroisoquinolones

Todd K. Hyster, Derek M. Dalton, Tomislav Rovis

Research output: Contribution to journalArticle

88 Scopus citations

Abstract

We report the regioselective synthesis of dihydroisoquinolones from aliphatic alkenes and O-pivaloyl benzhydroxamic acids mediated by a Rh(iii) precatalyst bearing sterically bulky substituents. While the prototypical Cp∗ ligand provides product with low selectivity, sterically bulky Cpt affords product with excellent regioselectivity for a range of benzhydroxamic acids and alkenes. Crystallographic evidence offers insight as to the source of the increased regioselectivity.

Original languageEnglish (US)
Pages (from-to)254-258
Number of pages5
JournalChemical Science
Volume6
Issue number1
DOIs
StatePublished - Jan 1 2015
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Chemistry(all)

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