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

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Organic Chemistry

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