Palladium-Catalyzed Annulation Reaction of Bay-Diiodinated Arenes with <i>o</i>-Chloroaromatic Carboxylic Acids to Access Polycyclic Aromatic Compounds

A palladium-catalyzed annulation reaction of bay-diiodinated arenes with <i>o</i>-chloroaromatic carboxylic acids was established. This approach enables the synthesis of a variety of polycyclic aromatic compounds, especially polyalkoxy-substituted polycyclic aromatic compounds, frequently found in discotic liquid-crystalline materials. The investigations indicate that the product 2,3,8,9,12,13-hexakis(hexyloxy)-5-azadibenzo[fg,op]tetracene demonstrates favorable room-temperature liquid-crystalline properties.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2024-10-13
DOI
https://doi.org/10.1021/acs.joc.4c01785
Citations
7
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
1.75

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article

Palladium-Catalyzed Annulation Reaction of Bay-Diiodinated Arenes with o-Chloroaromatic Carboxylic Acids to Access Polycyclic Aromatic Compounds

Na Huang, Chun Feng, Shi‐Kai Xiang, Yingbo Shi et al.
7 citations
The Journal of Organic Chemistry
Catalytic C–H Functionalization Methods
1.75
article

Palladium-Catalyzed Annulation Reaction of Bay-Diiodinated Arenes with o-Chloroaromatic Carboxylic Acids to Access Polycyclic Aromatic Compounds

Na Huang, Chun Feng, Shi‐Kai Xiang, Yingbo Shi, Bi‐Qin Wang, Li Song, C Cui
article en
7 citations

Abstract

A palladium-catalyzed annulation reaction of bay-diiodinated arenes with <i>o</i>-chloroaromatic carboxylic acids was established. This approach enables the synthesis of a variety of polycyclic aromatic compounds, especially polyalkoxy-substituted polycyclic aromatic compounds, frequently found in discotic liquid-crystalline materials. The investigations indicate that the product 2,3,8,9,12,13-hexakis(hexyloxy)-5-azadibenzo[fg,op]tetracene demonstrates favorable room-temperature liquid-crystalline properties.

The Journal of Organic ChemistryVol. 89(21)
Sichuan Normal University (CN)
National Natural Science Foundation of China, Sichuan Normal University
Life below water
Openalex Percentile: Top 16%
Catalytic C–H Functionalization Methods
1.75
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Palladium-Catalyzed Annulation Reaction of Bay-Diiodinated Arenes with <i>o</i>-Chloroaromatic Carboxylic Acids to Access Polycyclic Aromatic Compounds — Na Huang, Chun Feng, et al. · The Journal of Organic Chemistry (2024) | TGRS Research Map | TGRS