Diindeno-Fused Dibenzo[a,h]anthracene and Dibenzo[c,l]chrysene: Syntheses, Structural Analyses, and Properties

Siva Senthil Kumar Boominathan, Kai Hsin Chang, Yu Chiao Liu, Chi Shin Wang, Cheng Feng Wu, Ming Hsi Chiang, Pi Tai Chou, Yao-Ting Wu

研究成果: Article

摘要

Diindeno-fused dibenzo[a,h]anthracene 6 and diindeno-fused dibenzo[c,l]chrysene 9 contain the key moieties 1,4-quinodipropene (1,4-QDP) and 2,6-naphthoquinodipropene (2,6-NQDP), respectively, and they both have an open-shell singlet ground state. The latter compound exhibits a strong biradical character and interesting properties, including a low ΔET−S (2.44 kcal mol−1), a small HOMO–LUMO gap (1.06 eV), a wide photoabsorption range (250–1172 nm), and a large two-photon absorption cross-section (σ=1342±56 GM). This work verifies that 6 has a slightly larger HOMO–LUMO gap and ΔET−S than its helical isomer diindeno[2,1-f:1′,2′-j]picene (DIP), but is a much stronger two-photon absorber, verifying the important effect of geometry on the photophysical properties.

原文English
頁(從 - 到)7280-7284
頁數5
期刊Chemistry - A European Journal
25
發行號30
DOIs
出版狀態Published - 2019 五月 28

指紋

Anthracene
Photons
Isomers
Ground state
Geometry
chrysene
1,2,5,6-dibenzanthracene
picene

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)
  • Organic Chemistry

引用此文

Boominathan, Siva Senthil Kumar ; Chang, Kai Hsin ; Liu, Yu Chiao ; Wang, Chi Shin ; Wu, Cheng Feng ; Chiang, Ming Hsi ; Chou, Pi Tai ; Wu, Yao-Ting. / Diindeno-Fused Dibenzo[a,h]anthracene and Dibenzo[c,l]chrysene : Syntheses, Structural Analyses, and Properties. 於: Chemistry - A European Journal. 2019 ; 卷 25, 編號 30. 頁 7280-7284.
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abstract = "Diindeno-fused dibenzo[a,h]anthracene 6 and diindeno-fused dibenzo[c,l]chrysene 9 contain the key moieties 1,4-quinodipropene (1,4-QDP) and 2,6-naphthoquinodipropene (2,6-NQDP), respectively, and they both have an open-shell singlet ground state. The latter compound exhibits a strong biradical character and interesting properties, including a low ΔET−S (2.44 kcal mol−1), a small HOMO–LUMO gap (1.06 eV), a wide photoabsorption range (250–1172 nm), and a large two-photon absorption cross-section (σ=1342±56 GM). This work verifies that 6 has a slightly larger HOMO–LUMO gap and ΔET−S than its helical isomer diindeno[2,1-f:1′,2′-j]picene (DIP), but is a much stronger two-photon absorber, verifying the important effect of geometry on the photophysical properties.",
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Diindeno-Fused Dibenzo[a,h]anthracene and Dibenzo[c,l]chrysene : Syntheses, Structural Analyses, and Properties. / Boominathan, Siva Senthil Kumar; Chang, Kai Hsin; Liu, Yu Chiao; Wang, Chi Shin; Wu, Cheng Feng; Chiang, Ming Hsi; Chou, Pi Tai; Wu, Yao-Ting.

於: Chemistry - A European Journal, 卷 25, 編號 30, 28.05.2019, p. 7280-7284.

研究成果: Article

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T2 - Syntheses, Structural Analyses, and Properties

AU - Boominathan, Siva Senthil Kumar

AU - Chang, Kai Hsin

AU - Liu, Yu Chiao

AU - Wang, Chi Shin

AU - Wu, Cheng Feng

AU - Chiang, Ming Hsi

AU - Chou, Pi Tai

AU - Wu, Yao-Ting

PY - 2019/5/28

Y1 - 2019/5/28

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