Tubularenes. Issue 31 (23rd July 2020)

• Record Type: Journal Article
• Authors: Mirzaei, Saber; Castro, Edison; Sánchez, Raúl Hernández
• Is Part Of: Chemical science. Volume 11:Issue 31(2020)
• Page Start: 8089
• Page End: 8094
• Publication Date: 2020-07-23
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/d0sc03384g
• Languages: English
• ISSNs: 2041-6520

Abstract

Abstract : First scaffolding approach to obtain tubular-shaped contorted aromatic architectures. Abstract : We report the synthesis and characterization of conjugated, conformationally rigid, and electroactive carbon-based nanotubes that we term tubularenes. These structures are constructed from a resorcin[ n b ]arene base. Cyclization of the conjugated aromatic nanotube is achieved in one-pot eight-fold C–C bond formation via Suzuki–Miyaura cross-coupling. DFT calculations indicate a buildup of strain energy in excess of 90 kcal mol −1 . The resulting architectures contain large internal void spaces >260 Å 3, are fluorescent, and able to accept up to 4 electrons. This represents the first scaffolding approach that provides conjugated nanotube architectures.