Solid-phase combinatorial syntheses of mesomorphic 4-alkoxyphenyl 4-alkoxybenzoylaminobenzoates

Akira Mori, Issei Akahoshi, Masashi Hashimoto, Takayuki Doi, Takashi Takahashi

Research output: Contribution to journalArticle

3 Citations (Scopus)

Abstract

Eighteen two-ring and 100 three-ring benzenoid amides were synthesised using a solid-phase combinatorial method involving acylation or benzoylation and palladium(0)-catalysed carbonylation of a secondary amine, obtained by the reductive amination of 4-iodoaniline and a backbone amide linker. The purity of the products obtained was high enough for investigation of their thermal properties. All the three-ring derivatives were shown to be mesomorphic, but the two-ring derivatives were not. The mesomorphic behaviour and the transition temperatures of the three-ring derivatives were virtually identical to those of samples obtained by liquid-phase synthesis and purified by column chromatography and recrystallisation.

Original languageEnglish
Pages (from-to)1361-1372
Number of pages12
JournalLiquid Crystals
Volume37
Issue number11
DOIs
Publication statusPublished - 2010 Nov

Keywords

  • Palladium(0)-catalysed carbonylation
  • Reductive amination
  • Solid-phase combinatorial synthesis
  • Three-ring benzenoid amides

ASJC Scopus subject areas

  • Chemistry(all)
  • Materials Science(all)
  • Condensed Matter Physics

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