Alkyl Substituted [2.2]Paracyclophane-­‐1,9-­‐dienes

Research output: Contribution to journalArticle

  • Authors:
  • Benjamin Lidster
  • Dharam Kumar
  • Andrew Spring
  • Chin Yu
  • Madeleine Helliwell
  • And 2 others
  • External authors:
  • James Raftery
  • Michael Turner

Abstract

2.2]Paracyclophane-1,9-dienes substituted with n-octyl chains have been synthesised from the corresponding dithia[3.3]paracyclophanes using a benzyne induced Stevens rearrangement. The use of 2-(trimethylsilyl)phenyl trifluoromethanesulfonate and tetra-n-butylammonium fluoride as the in situ benzyne source gave significantly improved yields over traditional sources of benzyne and enabled the preparation of n-octyl substituted [2.2]paracyclophane-1,9-dienes on a multi-gram scale.

Bibliographical metadata

Original languageEnglish
Pages (from-to)6079-6087
JournalOrganic and Biomolecular Chemistry
Volume14
Issue number25
Early online date1 Jun 2016
DOIs
StatePublished - 7 Jul 2016