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

Jing Zhang; Chengyuan Wang; Guankui Long; Naoki Aratani; Hiroko Yamada; Qichun Zhang

doi:10.1039/c5sc03604f

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

Jing Zhang, Chengyuan Wang, Guankui Long, Naoki Aratani, Hiroko Yamada, Qichun Zhang^*

^*Corresponding author for this work

Research output: Journal Publications and Reviews › RGC 21 - Publication in refereed journal › peer-review

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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=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.

Original language	English
Pages (from-to)	1309-1313
Journal	Chemical Science
Volume	7
Issue number	2
Online published	10 Nov 2015
DOIs	https://doi.org/10.1039/c5sc03604f
Publication status	Published - 1 Feb 2016
Externally published	Yes

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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=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.",

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T1 - Fusing N-heteroacene analogues into one "kinked" molecule with slipped two-dimensional ladder-like packing

AU - Zhang, Jing

AU - Wang, Chengyuan

AU - Long, Guankui

AU - Aratani, Naoki

AU - Yamada, Hiroko

AU - Zhang, Qichun

PY - 2016/2/1

Y1 - 2016/2/1

N2 - 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=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.

AB - 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=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.

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M3 - RGC 21 - Publication in refereed journal

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EP - 1313

JO - Chemical Science

JF - Chemical Science

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

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