Double lactonization in triarylamine-conjugated dimethyl diethynylfumarate: Formation of intensely colored and luminescent quadrupolar molecules including a missing structural isomer of Pechmann dyes

Mikihiro Hayashi, Fumiyuki Toshimitsu, Ryota Sakamoto, Hiroshi Nishihara

Research output: Contribution to journalArticlepeer-review

27 Citations (Scopus)

Abstract

Acid-induced double lactonization in triarylamine-conjugated dimethyl diethynylfumarate E-1 opens up a new synthetic route to Pechmann dyes. This one-pot reaction affords three donor-acceptor-donor quadrupolar molecules (P55-1, P66-1, and P56-1); P56-1 comprises a missing structural isomer of Pechmann dyes. They are intensely colored and brightly luminescent. An organic field-effect transistor device fabricated with P66-1 functions as a p-type semiconductor.

Original languageEnglish
Pages (from-to)14518-14521
Number of pages4
JournalJournal of the American Chemical Society
Volume133
Issue number37
DOIs
Publication statusPublished - Sep 21 2011
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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