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Fusing N-heteroacene analogues into one "kinked" molecule with slipped two-dimensional ladder-like packing.


ABSTRACT: An unexpected "kinked" N-heteroacene with a slipped two-dimensional ladder-like packing feature is produced from the conventional condensation reaction. The as-obtained compound [2,2']bi(5,12-bis(TIPS)piperazin-3-one[2,3-b]phenazine) (2BPP) consists of two identical backbones (5,12-bis(TIPS)piperazin-3-one[2,3-b]phenazine), which are fused together through a C[double bond, length as m-dash]C double bond and two intramolecular H-bonds. A study on the charge carrier transport indicates that a 2BPP single crystal has a hole mobility up to 0.3 cm2 V-1 s-1, while theoretical calculations suggest that this compound might possess potential well-balanced ambipolar charge-transport characteristics.

SUBMITTER: Zhang J 

PROVIDER: S-EPMC5975899 | biostudies-literature | 2016 Feb

REPOSITORIES: biostudies-literature

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Fusing N-heteroacene analogues into one "kinked" molecule with slipped two-dimensional ladder-like packing.

Zhang Jing J   Wang Chengyuan C   Long Guankui G   Aratani Naoki N   Yamada Hiroko H   Zhang Qichun Q  

Chemical science 20151110 2


An unexpected "kinked" N-heteroacene with a slipped two-dimensional ladder-like packing feature is produced from the conventional condensation reaction. The as-obtained compound [2,2']bi(5,12-bis(TIPS)piperazin-3-one[2,3-<i>b</i>]phenazine) (<b>2BPP</b>) consists of two identical backbones (5,12-bis(TIPS)piperazin-3-one[2,3-<i>b</i>]phenazine), which are fused together through a C[double bond, length as m-dash]C double bond and two intramolecular H-bonds. A study on the charge carrier transport  ...[more]

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