[2 + 2 + 2] cyclotrimerisation as a convenient route to 6N-doped nanographenes: a synthetic introduction to hexaazasuperbenzenes12. Issue 39 (3rd May 2017)

• Record Type: Journal Article
• Authors: Wijesinghe, Lankani P.; Perera, Sarath D.; Larkin, Eugene; Ó Máille, Gearóid M.; Conway-Kenny, Robert; Lankage, Buddhie S.; Wang, Longsheng; Draper, Sylvia M.
• Is Part Of: RSC advances. Volume 7:Issue 39(2017)
• Page Start: 24163
• Page End: 24167
• Publication Date: 2017-05-03
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/c7ra02648j
• Languages: English
• ISSNs: 2046-2069

Abstract

Abstract : Novel, fully and 5/6 th partially-fused, hexaazasuperbenzenes are obtained using a variety of oxidative cyclodehydrogenation conditions. Their spectroscopic properties are compared. Abstract : 6N-containing polyphenylene precursors were generated via [2 + 2 + 2] cyclotrimerisation. On methoxy substitution complete ring-closure can be achieved ( via FeCl3 -mediated oxidative cyclodehydrogenation) to give asymmetric and C 3v symmetric hexaazasuperbenzenes. Investigations using DDQ/H + mediated conditions reveal this to be a promising alternative and selective route to partial cyclodehydrogenation.