Synthesis and characterization of 2,7-di(tert-butyl)pyreno[4,5-c:9,10-c']difuran and derived pyrenophanes.

J Org Chem

Department of Chemistry and Biochemistry, University of Lethbridge, 4401 University Drive, Lethbridge, Alberta T1K 3M4, Canada.

Published: October 2009

AI Article Synopsis

  • Isobenzofurans (IBFs) are commonly used in creating natural products and polycyclic aromatic hydrocarbons.
  • The authors introduce a new compound, bis(IBF), specifically 2,7-di(tert-butyl)pyreno[4,5-c:9,10-c']difuran, which includes two linked IBF entities.
  • The paper explores the synthesis and solid-state structures of this bis(IBF) and its reactions with bis(maleimide) dienophiles to form pyrenophanes.

Article Abstract

Isobenzofurans (IBF)s have seen widespread use in the synthesis of both natural products and polycyclic aromatic hydrocarbons. There are few examples that have two IBF entities linked in a fused aromatic ring system. Here we present the synthesis and characterization of a bis(IBF), 2,7-di(tert-butyl)pyreno[4,5-c:9,10-c']difuran. Reaction with bis(maleimide) dienophiles gives pyrenophanes. The solid-state structures of the bis(IBF) and two cyclophanes are discussed.

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Source
http://dx.doi.org/10.1021/jo901482yDOI Listing

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