Please use this identifier to cite or link to this item: https://doi.org/10.1039/c6sc01795a
Title: Benzo[4,5]cyclohepta[1,2-: B] fluorene: An isomeric motif for pentacene containing linearly fused five-, six- and seven-membered rings
Authors: Yang, X
Shi, X 
Aratani, N
Gonçalves, T.P
Huang, K.-W
Yamada, H
Chi, C 
Miao, Q
Keywords: Absorption spectroscopy
Chemical analysis
Cyclic voltammetry
Field effect transistors
Thin film transistors
X ray crystallography
Electronic absorption spectroscopy
Field-effect mobilities
p-Type organic semiconductors
Polycyclic hydrocarbon
Seven-membered rings
Six-membered rings
Solution-processed
X-ray crystallographic analysis
Semiconducting organic compounds
Issue Date: 2016
Publisher: Royal Society of Chemistry
Citation: Yang, X, Shi, X, Aratani, N, Gonçalves, T.P, Huang, K.-W, Yamada, H, Chi, C, Miao, Q (2016). Benzo[4,5]cyclohepta[1,2-: B] fluorene: An isomeric motif for pentacene containing linearly fused five-, six- and seven-membered rings. Chemical Science 7 (9) : 6176-6181. ScholarBank@NUS Repository. https://doi.org/10.1039/c6sc01795a
Abstract: Benzo[4,5]cyclohepta[1,2-b]fluorene (5a), a new ?-conjugated polycyclic hydrocarbon containing linearly fused six-, five-, six-, seven- and six-membered rings (C 6 -C 5 -C 6 -C 7 -C 6 ), was designed and its stable derivatives 5b and 5c were synthesized. With 22 ? electrons, 5a is an isomer of pentacene with quinoidal, dipolar ionic and diradical resonance forms. Molecules 5b and 5c were experimentally investigated with cyclic voltammetry, electronic absorption spectroscopy and X-ray crystallographic analysis, and theoretically studied by calculating the NICS value, diradical character and dipole moment. A comparison of 5a-c with pentacene and other pentacene analogues containing linearly fused five- or seven-membered rings was also conducted and discussed. It was found that 5b behaved as a p-type organic semiconductor in solution-processed thin film transistors with a field effect mobility of up to 0.025 cm 2 V -1 s -1 . © The Royal Society of Chemistry 2016.
Source Title: Chemical Science
URI: https://scholarbank.nus.edu.sg/handle/10635/175456
ISSN: 20416520
DOI: 10.1039/c6sc01795a
Appears in Collections:Staff Publications
Elements

Show full item record
Files in This Item:
File Description SizeFormatAccess SettingsVersion 
10_1039_c6sc01795a.pdf754.09 kBAdobe PDF

OPEN

NoneView/Download

SCOPUSTM   
Citations

20
checked on Nov 25, 2020

Page view(s)

17
checked on Nov 27, 2020

Google ScholarTM

Check

Altmetric


Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.