Dibenzohexacene: Stabilization Through Additional Clar Sextets | Zendy

Rüdiger Elias C. | Zendy; Müller Matthias | Zendy; Koser Silke | Zendy; Rominger Frank | Zendy; Freudenberg Jan | Zendy; Bunz Uwe H. F. | Zendy

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Dibenzohexacene: Stabilization Through Additional Clar Sextets

Author(s) -

Rüdiger Elias C.,

Müller Matthias,

Koser Silke,

Rominger Frank,

Freudenberg Jan,

Bunz Uwe H. F.

Publication year - 2018

Publication title -

chemistry – a european journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.687

H-Index - 242

eISSN - 1521-3765

pISSN - 0947-6539

DOI - 10.1002/chem.201704103

Subject(s) - stille reaction , pentacene , quantum chemical , coupling (piping) , chemistry , absorption spectroscopy , triphenylene , computational chemistry , photochemistry , materials science , physics , organic chemistry , polymer , optics , molecule , electrode , metallurgy , thin film transistor

Triphenylene 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 cm 2 /(Vs).

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