A flexible cyclophane: Design, synthesis, and structure of a multibridged tris-tetrathiafulvalene (TTF) macrocycle

Kazuo Takimiya, Niels Thorup, Jan Becher

Research output: Contribution to journalArticle

13 Citations (Scopus)

Abstract

The tris-tetrathiafulvalene (TTF) macrocycles 3 with a large end-cavity were effectively synthesized from the readily available tetrakis(cyanoethylthio)TTF by means of a selective deprotection/realkylation sequence followed by an intramolecular coupling reaction. Crystal structure analyses revealed that the neutral molecules include two (3a) or one chloroform molecule (3b) as solvent of crystallization inside the cavity, whereas the I3- salt of 3b, obtained by electrocrystallization, has a molecular structure which is different from that of the neutral molecule in that the cavity has completely collapsed.

Original languageEnglish
Pages (from-to)1947-1954
Number of pages8
JournalChemistry - A European Journal
Volume6
Issue number11
DOIs
Publication statusPublished - 2000 Jun 2
Externally publishedYes

Keywords

  • Cyclophanes
  • Electrochemistry
  • Electrocrystallization
  • Host - Guest chemistry
  • Macrocycles

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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