New synthesis of acylferrocene by hydroiminoacylation of the terminal olefin with ferrocenecarboxaldimine and application to polymer-supported acylferrocene

Jun Chul-Ho, Kang Jung-Bu, Kim Jin-Yong

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23 Citations (Scopus)

Abstract

Acylferrocenes were synthesized by hydroiminoacylation of the ω-olefins 1-pentene (3a), vinylferrocene (3b) and but-3-enylferrocene (3c), with the ferrocenecarboxaldimine 2, prepared from ferrocenecarboxaldehyde (1) and 2-amino-3-picoline, under the action of Wilkinson's catalyst, followed by hydrolysis of the corresponding ketimines (5a, 5b and 5c). This hydroiminoacylation was used to incorporate the ferrocenyl group into phenyl-terminated poly-butadiene (PTPB, consisting of 27% vinyl and 73% internal olefin group). 74% hydroacylation of the vinyl group in 7 was accomplished in the first catalytic reaction and in 10 the second hydroacylation completed the conversion of the vinyl group into acylferrocene.

Original languageEnglish
Pages (from-to)193-198
Number of pages6
JournalJournal of Organometallic Chemistry
Volume458
Issue number1-2
DOIs
Publication statusPublished - 1993 Oct 5

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All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry
  • Materials Chemistry

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