Practical and convenient synthesis of 1,6-Di- or 1,2,5,6-tetra-arylhexa-1, 3,5-trienes by the dimerization of Pd(0)-complexed alkenylcarbenes generated from π-allylpalladium intermediates

Yoshikazu Horino*, Yu Takahashi, Kaori Koketsu, Hitoshi Abe, Kiyoshi Tsuge

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

16 Scopus citations

Abstract

Pd(0)-complexed 3-aryl or 2,3-diaryl propenylcarbenes generated from α-silyl-, α-germyl-, or α-boryl-σ-allylpalladium intermediates undergo self-dimerization to provide 1,6-di- or 1,2,5,6-tetraarylhexa-1,3,5-trienes in good to high yields. This method allows the use of a π-allylpalladium intermediate for a carbenoid precursor. Furthermore, the obtained 1,2,5,6-tetraarylhexa-1,3,5-trienes exhibit aggregation-induced emission enhancement property.

Original languageEnglish
Pages (from-to)3184-3187
Number of pages4
JournalOrganic Letters
Volume16
Issue number12
DOIs
StatePublished - 2014/06/20

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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