Palladium-Catalyzed\nAnnulation Reaction of Bay-Diiodinated\nArenes with <i>o</i>‑Chloroaromatic Carboxylic Acids\nto Access Polycyclic Aromatic Compounds

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

Publication Details

Journal
Figshare
Published
2024-10-13
DOI
https://doi.org/10.1021/acs.joc.4c01785.s001
Primary Topic
Coordination Chemistry and Organometallics
Type
article
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article

Palladium-Catalyzed\nAnnulation Reaction of Bay-Diiodinated\nArenes with o‑Chloroaromatic Carboxylic Acids\nto Access Polycyclic Aromatic Compounds

Figshare
Coordination Chemistry and Organometallics
article

Palladium-Catalyzed\nAnnulation Reaction of Bay-Diiodinated\nArenes with o‑Chloroaromatic Carboxylic Acids\nto Access Polycyclic Aromatic Compounds

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Abstract

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

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Coordination Chemistry and Organometallics
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Palladium-Catalyzed\nAnnulation Reaction of Bay-Diiodinated\nArenes with <i>o</i>‑Chloroaromatic Carboxylic Acids\nto Access Polycyclic Aromatic Compounds · Figshare (2024) | TGRS Research Map | TGRS