Synthesis and Crystal Structure of Dimorphic Dibenzo[cde, opq]rubicene. Issue 60 (24th September 2019)

• Record Type: Journal Article
• Authors: Suresh, Joghee R.; Whitener, Glenn; Theumer, Gabriele; Bröcher, Dirk J.; Bauer, Ingmar; Massa, Werner; Knölker, Hans‐Joachim
• Is Part Of: Chemistry. Volume 25:Issue 60(2019)
• Page Start: 13759
• Page End: 13765
• Publication Date: 2019-09-24
• Subjects: cycloadditions -- flash vacuum pyrolysis -- polycyclic aromatic hydrocarbons -- polymorphism -- X-ray diffraction; Chemistry -- Periodicals; 540
• DOI: 10.1002/chem.201902915
• Languages: English
• ISSNs: 0947-6539

Abstract

Abstract: Dibenzo[ cde, opq ]rubicene has been synthesized by an eight‐step reaction sequence including an iron‐mediated [2+2+1] cycloaddition and a flash vacuum pyrolysis as key steps. Two crystal modifications of the S‐shaped, planar polycyclic aromatic hydrocarbon have been obtained and characterized by X‐ray diffractometry. Abstract : An uncurved C30 fragment of C70 fullerene : Dibenzo[ cde, opq ]rubicene as a fragment of C70 fullerene was synthesized using an iron‐mediated [2+2+1] cycloaddition and flash vacuum pyrolysis. Two structural modifications were obtained showing perfectly planar single molecules in different packing modes.