Dibenzohexacene: Stabilization Through Additional Clar Sextets

Publisher: John Wiley & Sons Inc

E-ISSN: 1521-3765|24|5|1036-1040

ISSN: 0947-6539

Source: CHEMISTRY - A EUROPEAN JOURNAL, Vol.24, Iss.5, 2018-01, pp. : 1036-1040

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Abstract

AbstractTriphenylene units stabilize hexacenes as dibenzohexacenes. The hexacenes formed by a statistical Yamamoto coupling of dibromobenzene with dibromo‐TIPS‐pentacene or, alternatively, Stille coupling with dimethyldibenzostannole. UV/Vis spectroscopy and quantum chemical calculations show that despite the double benzannulation, the species have hexacene‐type character, as evidenced by their redshifted absorption characteristics. The charge carrier mobility of dibenzohexacene 1 a was determined up to 0.2 cm2/(Vs).