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- Title
Diindeno‐Fused Dibenzo[a,h]anthracene and Dibenzo[c,l]chrysene: Syntheses, Structural Analyses, and Properties.
- Authors
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
- 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.
- Subjects
ANTHRACENE; LIGHT absorption; POLYCYCLIC aromatic hydrocarbons; ISOMERS; BIRADICALS; ABSORPTION
- Publication
Chemistry - A European Journal, 2019, Vol 25, Issue 30, p7280
- ISSN
0947-6539
- Publication type
Article
- DOI
10.1002/chem.201901021