Facile generation and isolation of φ-allyl complexes from aliphatic alkenes and an electron-deficient rh(III) complex: Key intermediates of allylic c-h functionalization

Yu Shibata, Eiji Kudo, Haruki Sugiyama, Hidehiro Uekusa, Ken Tanaka

Research output: Contribution to journalArticle

33 Citations (Scopus)

Abstract

It has been established that a strongly electrophilic ?5-cyclopentadienylrhodium complex, [CpERhCl2]2, is capable of reacting with aliphatic alkenes in the presence of a silver salt and cesium acetate at room temperature to give the corresponding ?-allyl complexes in high yields. The use of an alkenyltosylamide as the alkene also afforded the corresponding ?-allyl complex. Treatment of the thus obtained ?-allyl complex with a silver(I) salt and copper(II) acetate afforded the allylic amination product, which proves the intermediacy of this ?-allyl complex in the rhodium(III)-catalyzed intramolecular oxidative allylic amination.

Original languageEnglish
Pages (from-to)1547-1552
Number of pages6
JournalOrganometallics
Volume35
Issue number10
DOIs
Publication statusPublished - 2016 May 23
Externally publishedYes

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

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