title: Synthesis and characterization of 2,7-di(tert-butyl)pyreno[4,5-c:9,10-c']difuran and derived pyrenophanes.
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.
authors.affiliation: Department of Chemistry and Biochemistry, University of Lethbridge, 4401 University Drive, Lethbridge, Alberta T1K 3M4, Canada.
authors.forename: David
authors.initials: D
authors.lastname: Franz
authors.forename: Steven J
authors.initials: SJ
authors.lastname: Robbins
authors.forename: René T
authors.initials: RT
authors.lastname: Boeré
authors.forename: Peter W
authors.initials: PW
authors.lastname: Dibble
mesh_terms: D001572:Benzofurans / Q000138:chemical synthesis* / Q000737:chemistry*; D002073:Butanes / Q000138:chemical synthesis* / Q000737:chemistry*; D005663:Furans / Q000138:chemical synthesis* / Q000737:chemistry*; D015394:Molecular Structure; D011083:Polycyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: C545419:2,7-di(tert-butyl)pyreno(4,5-c-9,10-c')difuran; D001572:Benzofurans; D002073:Butanes; D005663:Furans; D011083:Polycyclic Compounds; C545420:pyrenophane