Pro-aromatic Bisphenaleno-thieno[3,2-b]thiophene versus Anti-aromatic Bisindeno-thieno[3,2-b]thiophene: Different Ground- state Properties and Applications for Field-effect Transistors

Xueliang Shi; Sangsu Lee; Minjung Son; Bin Zheng; Jingjing Chang; Linzhi Jing; Kuo-Wei Huang; Dongho Kim; Chunyan Chi

doi:10.1039/C5CC04243G

Pro-aromatic Bisphenaleno-thieno[3,2-b]thiophene versus Anti-aromatic Bisindeno-thieno[3,2-b]thiophene: Different Ground- state Properties and Applications for Field-effect Transistors

Xueliang Shi, Sangsu Lee, Minjung Son, Bin Zheng, Jingjing Chang, Linzhi Jing, Kuo-Wei Huang, Dongho Kim, Chunyan Chi

Research output: Contribution to journal › Article › peer-review

21 Scopus citations

Abstract

A pro-aromatic bisphenaleno-thieno[3,2-b]thiophene (BPT-TIPS) was synthesized and compared with an anti-aromatic bisindeno-thieno[3,2-b]thiophene (S2-TIPS). BPT-TIPS showed larger diradical character, stronger absorption, longer excited state lifetime and better redox amphotericity than S2-TIPS. X-ray crystallographic analysis of BPT-TIPS disclosed an ordered 3D packing via close π-π interactions and field-effect hole mobility of 0.26 cm2V-1s-1 was obtained.

Original language	English (US)
Pages (from-to)	13178-13180
Number of pages	3
Journal	Chem. Commun.
Volume	51
Issue number	67
DOIs	https://doi.org/10.1039/C5CC04243G
State	Published - 2015

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KAUST Repository Item: Exported on 2020-10-01

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10.1039/C5CC04243G

https://repository.kaust.edu.sa/bitstream/10754/559599/1/C5CC04243G.pdf

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@article{e1c33a806a464f9cb7a6f1f0b38518da,

title = "Pro-aromatic Bisphenaleno-thieno[3,2-b]thiophene versus Anti-aromatic Bisindeno-thieno[3,2-b]thiophene: Different Ground- state Properties and Applications for Field-effect Transistors",

abstract = "A pro-aromatic bisphenaleno-thieno[3,2-b]thiophene (BPT-TIPS) was synthesized and compared with an anti-aromatic bisindeno-thieno[3,2-b]thiophene (S2-TIPS). BPT-TIPS showed larger diradical character, stronger absorption, longer excited state lifetime and better redox amphotericity than S2-TIPS. X-ray crystallographic analysis of BPT-TIPS disclosed an ordered 3D packing via close π-π interactions and field-effect hole mobility of 0.26 cm2V-1s-1 was obtained.",

author = "Xueliang Shi and Sangsu Lee and Minjung Son and Bin Zheng and Jingjing Chang and Linzhi Jing and Kuo-Wei Huang and Dongho Kim and Chunyan Chi",

note = "KAUST Repository Item: Exported on 2020-10-01",

year = "2015",

doi = "10.1039/C5CC04243G",

language = "English (US)",

volume = "51",

pages = "13178--13180",

journal = "Chem. Commun.",

issn = "1359-7345",

publisher = "Royal Society of Chemistry",

number = "67",

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TY - JOUR

T1 - Pro-aromatic Bisphenaleno-thieno[3,2-b]thiophene versus Anti-aromatic Bisindeno-thieno[3,2-b]thiophene: Different Ground- state Properties and Applications for Field-effect Transistors

AU - Shi, Xueliang

AU - Lee, Sangsu

AU - Son, Minjung

AU - Zheng, Bin

AU - Chang, Jingjing

AU - Jing, Linzhi

AU - Huang, Kuo-Wei

AU - Kim, Dongho

AU - Chi, Chunyan

N1 - KAUST Repository Item: Exported on 2020-10-01

PY - 2015

Y1 - 2015

N2 - A pro-aromatic bisphenaleno-thieno[3,2-b]thiophene (BPT-TIPS) was synthesized and compared with an anti-aromatic bisindeno-thieno[3,2-b]thiophene (S2-TIPS). BPT-TIPS showed larger diradical character, stronger absorption, longer excited state lifetime and better redox amphotericity than S2-TIPS. X-ray crystallographic analysis of BPT-TIPS disclosed an ordered 3D packing via close π-π interactions and field-effect hole mobility of 0.26 cm2V-1s-1 was obtained.

AB - A pro-aromatic bisphenaleno-thieno[3,2-b]thiophene (BPT-TIPS) was synthesized and compared with an anti-aromatic bisindeno-thieno[3,2-b]thiophene (S2-TIPS). BPT-TIPS showed larger diradical character, stronger absorption, longer excited state lifetime and better redox amphotericity than S2-TIPS. X-ray crystallographic analysis of BPT-TIPS disclosed an ordered 3D packing via close π-π interactions and field-effect hole mobility of 0.26 cm2V-1s-1 was obtained.

UR - http://hdl.handle.net/10754/559599

UR - http://pubs.rsc.org/en/Content/ArticleLanding/2015/CC/C5CC04243G

UR - http://www.scopus.com/inward/record.url?scp=84938768832&partnerID=8YFLogxK

U2 - 10.1039/C5CC04243G

DO - 10.1039/C5CC04243G

M3 - Article

SN - 1359-7345

VL - 51

SP - 13178

EP - 13180

JO - Chem. Commun.

JF - Chem. Commun.

IS - 67

ER -

Pro-aromatic Bisphenaleno-thieno[3,2-b]thiophene versus Anti-aromatic Bisindeno-thieno[3,2-b]thiophene: Different Ground- state Properties and Applications for Field-effect Transistors

Abstract

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CCDC 1055932: Experimental Crystal Structure Determination : [(1,9-dimethylphenaleno[2,1-b]phenaleno[1',2':4,5]thieno[2,3-d]thiene-6,15-diyl)di(ethyne-2,1-diyl)]bis[tri(propan-2-yl)silane]

Cite this

Pro-aromatic Bisphenaleno-thieno[3,2-b]thiophene versus Anti-aromatic Bisindeno-thieno[3,2-b]thiophene: Different Ground- state Properties and Applications for Field-effect Transistors

Abstract

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Datasets

CCDC 1055932: Experimental Crystal Structure Determination : [(1,9-dimethylphenaleno[2,1-b]phenaleno[1',2':4,5]thieno[2,3-d]thiene-6,15-diyl)di(ethyne-2,1-diyl)]bis[tri(propan-2-yl)silane]

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