Chiral Macrocycles Having C3 Symmetry Resulting from Orientation of Thiophene Rings

Tomoya Miura, Takayuki Nakamuro, Yumi Ishihara, Yuuya Nagata, Masahiro Murakami

Research output: Contribution to journalArticlepeer-review

6 Citations (Scopus)

Abstract

An chiral RhII-catalyzed cyclooligomerization reaction of thiophenes having triazolyl and vinyl substituents at the 2- and 4-positions was studied. Structurally interesting cyclic trimers, having chirality that is ascribed only to the orientation of the 2,4-disubstituted thiophene rings, are obtained. The 2,4-disubstitution of the starting thiophene monomer allows production of each of the enantiomers. The observed electronic circular-dichroism spectra are in accord with those simulated by density-functional theory calculations.

Original languageEnglish
Pages (from-to)20475-20479
Number of pages5
JournalAngewandte Chemie - International Edition
Volume59
Issue number46
DOIs
Publication statusPublished - Nov 9 2020
Externally publishedYes

Keywords

  • asymmetric synthesis
  • chirality
  • heterocycles
  • macrocycles
  • rhodium

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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