Synthesis of Polycyclic Aromatic Compounds by Electrocyclization–Dehydrogenation of Diradicaloids

Herein, we present a novel and efficient method for the synthesis of two new polycyclic aromatic hydrocarbons, <b>1</b> and <b>2</b>, through the electrocyclization-dehydrogenation of diradicaloids. The proposed oxidative electrocyclization via intermediate diradicaloids is monitored by electron paramagnetic resonance and ultraviolet-visible spectroscopy. Interestingly, <b>1</b> exhibits chirality because of its inherent helical skeleton, and <b>2</b> features long-wavelength absorption and near-infrared emission properties due to its extended π-conjugation.

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Publication Details

Journal
Organic Letters
Published
2024-09-06
DOI
https://doi.org/10.1021/acs.orglett.4c02886
Citations
3
Primary Topic
Synthesis and Properties of Aromatic Compounds
Type
article
Field-Weighted Citation Impact
0.75

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Synthesis of Polycyclic Aromatic Compounds by Electrocyclization–Dehydrogenation of Diradicaloids

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3 citations
Organic Letters
Synthesis and Properties of Aromatic Compounds
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article

Synthesis of Polycyclic Aromatic Compounds by Electrocyclization–Dehydrogenation of Diradicaloids

Hao Kang, Meng‐Xiang Wu, Xiao‐Li Zhao, Hai‐Bo Yang, Xueliang Shi, Peipei Liu, Bin Huang, Meng-Ling Yu
article en
3 citations

Abstract

Herein, we present a novel and efficient method for the synthesis of two new polycyclic aromatic hydrocarbons, <b>1</b> and <b>2</b>, through the electrocyclization-dehydrogenation of diradicaloids. The proposed oxidative electrocyclization via intermediate diradicaloids is monitored by electron paramagnetic resonance and ultraviolet-visible spectroscopy. Interestingly, <b>1</b> exhibits chirality because of its inherent helical skeleton, and <b>2</b> features long-wavelength absorption and near-infrared emission properties due to its extended π-conjugation.

Organic LettersVol. 26(37)
East China Normal University (CN)
Natural Science Foundation of Shanghai, National Natural Science Foundation of China, East China Normal University
Openalex Percentile: Top 33%
Synthesis and Properties of Aromatic Compounds
0.75
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