Synthesis of polycyclic aromatic hydrocarbons decorated by fluorinated carbon acids/carbanions

Hoshikawa, Shoki; Yanai, Hikaru; Martín‐Mejías, Irene; Lázaro Milla, Carlos; Aragoncillo Abanades, Cristina; Almendros Requena, Pedro; Matsumoto, Takashi

Synthesis of polycyclic aromatic hydrocarbons decorated by fluorinated carbon acids/carbanions

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Synthesis_of_polycyclic_aromatic_hydrocarbons.pdf (3.61 MB)

Official URL

https://doi.org/10.1002/chem.202103188

Publication date

2021

Authors

Aragoncillo Abanades, Cristina

Almendros Requena, Pedro

Matsumoto, Takashi

Publisher

Wiley-VCH GmbH

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URI

https://hdl.handle.net/20.500.14352/91828

Citation

Hoshikawa S, Yanai H, Martín-Mejías I, Lázaro-Milla C, Aragoncillo C, Almendros P, Matsumoto T. Synthesis of Polycyclic Aromatic Hydrocarbons Decorated by Fluorinated Carbon Acids/Carbanions, 2021, 27, 16112-16116.

Abstract

The carboarylation reaction of biphenyl‐alkynes was successfully triggered by electrophilic attack of 1,1‐bis(triflyl)ethylene on the alkyne moiety to give polycyclic aromatic hydrocarbons (PAHs) decorated by superacidic carbon acid functionality. Neutralisation of thus obtained acids with NaHCO3 yielded the corresponding sodium salts, which showed improved solubility in both aqueous and organic solvents.