Noncovalent interactions in the asymmetric synthesis of rigid, conjugated helical structures

Makoto Miyasaka, Maren Pink, Suchada Rajca, Andrzej Rajca

Research output: Contribution to journalArticle

49 Scopus citations

Abstract

From helical folding to helical locking: Tetrakis(β- trithiophene) 1 folds into a helical conformation (RRR) that facilitates double ring annelation, with high diastereoselectivity and modest enantioselectivity, to provide bis[7]helicene 2 (MRM). This rigid, helically locked structure has enhanced chiroptical properties similar to the corresponding [15]helicene.

Original languageEnglish (US)
Pages (from-to)5954-5957
Number of pages4
JournalAngewandte Chemie - International Edition
Volume48
Issue number32
DOIs
StatePublished - Jul 27 2009

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Keywords

  • Asymmetric synthesis
  • Chirality
  • Chiroptical properties
  • Helical structures
  • Helicenes

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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