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The Radical Anion, Dianion and Electron Transport Properties of Tetraiodotetraazapentacene.

ABSTRACT: Tetraiodotetraazapentacene I4 TAP, the last missing derivative in the series of halogenated silylated tetraazapentacenes, was synthesized via condensation chemistry from a TIPS-ethynylated diaminobenzothiadiazol in three steps. Single and double reduction furnished its air-stable monoanion and relatively air-stable dianion, both of which were characterized by crystallography. All three species are structurally and spectroscopically compared to non-halogenated TAP and Br4 TAP. I4 TAP is an n-channel material in thin-film transistors with average electron mobilities exceeding 1 cm2 (Vs)-1 .

SUBMITTER: Wiesner T 

PROVIDER: S-EPMC10092590 | biostudies-literature | 2022 Dec

REPOSITORIES: biostudies-literature

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Tetraiodotetraazapentacene I<sub>4</sub> TAP, the last missing derivative in the series of halogenated silylated tetraazapentacenes, was synthesized via condensation chemistry from a TIPS-ethynylated diaminobenzothiadiazol in three steps. Single and double reduction furnished its air-stable monoanion and relatively air-stable dianion, both of which were characterized by crystallography. All three species are structurally and spectroscopically compared to non-halogenated TAP and Br<sub>4</sub> TA  ...[more]

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