Stabilization by Benzannulation: Butterfly Azaacenes. Issue 49 (5th August 2018)

• Record Type: Journal Article
• Authors: Müller, Matthias; Reiss, Hilmar; Tverskoy, Olena; Rominger, Frank; Freudenberg, Jan; Bunz, Uwe H. F.
• Is Part Of: Chemistry. Volume 24:Issue 49(2018)
• Page Start: 12801
• Page End: 12805
• Publication Date: 2018-08-05
• Subjects: benzannulation -- condensation -- heptacenes -- heteroacenes -- X-ray diffraction; Chemistry -- Periodicals; 540
• DOI: 10.1002/chem.201803118
• Languages: English
• ISSNs: 0947-6539

Abstract

Abstract: Soluble butterfly‐shaped tetraazapentacenes and tetraazaheptacenes were prepared by condensation or Stille coupling with a stannafluorene. The stability of the benzo‐winged tetraazaheptacene is dramatically increased through the fourfold benzannulation, yet its acene character is retained to a significant extent. Abstract : Benzannulation meets nitrogen : Stable and soluble tetraazaacenes were π‐extended through condensation or Stille reactions with up to seven linearly annulated rings (see scheme).