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Synthesis and characterization of new heptacyclic helicenes

Authors
Journal
Tetrahedron Letters
0040-4039
Publisher
Elsevier
Identifiers
DOI: 10.1016/j.tetlet.2014.09.013
Keywords
  • Phenanthrene
  • Chirality
  • Helical Structures
  • Heck Coupling
  • Photocyclization

Abstract

Abstract New helically chiral substituted heptacyclic systems have been prepared from a simple phenanthrene building block in good yields and purity, via a four-step sequence involving palladium-catalysed Heck coupling and oxidative photocyclization. X-ray crystal structure analysis indicated that the conformation resembled that of the unsubstituted heptahelicene. The optical properties of these heptacyclic helicenes were investigated and show interesting behaviour.

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