Synthesis and Properties of Cross-Shaped Polycyclic Aromatic Hydrocarbons - Details

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Abstract：

The　synthesis　and　characterization　of　cross-shaped　π-extended　dibenzo[e,l]pyrene　derivatives　with　combined　fjord　and　armchair　edge　structures　were　reported.　The　target　molecules　were　synthesized　via　Yamamoto　coupling　and　Scholl　reactions,　and　their　structures　were　fully　characterized　by　nuclear　magnetic　resonance　(NMR),　high-resolution　mass　spectrometry　(HR-MS),　and　single-crystal　X-ray　diffraction.　Photophysical　studies　revealed　a　significant　redshift　in　absorption　and　emission　spectra　compared　to　the　parent　dibenzo[e,l]pyrene,　attributed　to　the　extended　π-conjugation　system.　Density　functional　theory　(DFT)　calculations　provided　insights　into　the　molecular　orbital　distribution　and　reduced　bandgap　resulting　from　the　elongated　conjugation　pathway.　This　work　offers　a　versatile　synthetic　strategy　for　polycyclic　aromatic　hydrocarbons　with　tailored　edge　topologies　and　paves　the　way　for　their　potential　applications　in　optoelectronic　materials.　©　2025　Wiley-VHCA　AG,　Zurich,　Switzerland.

Keyword：

Aromatization Density functional theory Emission spectroscopy Mass spectrometry Molecular orbitals Molecules Nuclear magnetic resonance Pyrene Single crystals Synthesis (chemical) X ray diffraction

Community：

[ 1 ] [Huang, Junkai]Key Laboratory of Advanced Carbon-Based Functional Materials (Fujian Province University), College of Chemistry, Fuzhou University, Fuzhou; 350108, China
[ 2 ] [Zhu, Lingyun]Key Laboratory of Advanced Carbon-Based Functional Materials (Fujian Province University), College of Chemistry, Fuzhou University, Fuzhou; 350108, China
[ 3 ] [Wang, Taosong]Key Laboratory of Advanced Carbon-Based Functional Materials (Fujian Province University), College of Chemistry, Fuzhou University, Fuzhou; 350108, China
[ 4 ] [Zhang, Ruiying]Key Laboratory of Advanced Carbon-Based Functional Materials (Fujian Province University), College of Chemistry, Fuzhou University, Fuzhou; 350108, China
[ 5 ] [Huang, Yanxia]Key Laboratory of Advanced Carbon-Based Functional Materials (Fujian Province University), College of Chemistry, Fuzhou University, Fuzhou; 350108, China
[ 6 ] [Zhai, Zi'ang]Key Laboratory of Advanced Carbon-Based Functional Materials (Fujian Province University), College of Chemistry, Fuzhou University, Fuzhou; 350108, China
[ 7 ] [Mei, Yaohuan]Key Laboratory of Advanced Carbon-Based Functional Materials (Fujian Province University), College of Chemistry, Fuzhou University, Fuzhou; 350108, China
[ 8 ] [Xie, Lili]Key Laboratory of Advanced Carbon-Based Functional Materials (Fujian Province University), College of Chemistry, Fuzhou University, Fuzhou; 350108, China
[ 9 ] [Li, Yuanming]Key Laboratory of Advanced Carbon-Based Functional Materials (Fujian Province University), College of Chemistry, Fuzhou University, Fuzhou; 350108, China
[ 10 ] [Li, Yuanming]State Key Laboratory of Photocatalysis on Energy and Environment, College of Chemistry, Fuzhou University, Fuzhou; 350108, China

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Source ：

Helvetica Chimica Acta

ISSN： 0018-019X

Year： 2025

Issue： 8

Volume： 108

1 . 5 0 0

JCR@2023

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ESI Highly Cited Papers on the List： 0 Unfold All

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30 Days PV： 5

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