Facile Synthesis of Functionalized Bis(arylethynyl)benzene Derivatives via Sila-Sonogashira Reaction

This article describes a facile synthesis of a new series of symmetrical bis(arylethynyl)benzene derivatives via a one-pot coupling reaction between trialkylsilyl protected arylalkynyes and aryldihalides bearing both electron-withdrawing (EW) and electron-donating groups (ED) in the presence of PdCl...

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Bibliographic Details
Published in:Synthetic communications 2012-06, Vol.42 (11), p.1622-1631
Main Authors: Zhou, Zhang-Lin, Zhao, Lihua, Zhang, Sean, Vincent, Kent, Lam, Sity, Henze, Dick
Format: Article
Language:English
Subjects:
Bis(arylethynyl)benzene derivatives
cross-coupling reaction
Derivatives
Price increases
Sila-Sonogashira reaction
Styrene
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Summary:This article describes a facile synthesis of a new series of symmetrical bis(arylethynyl)benzene derivatives via a one-pot coupling reaction between trialkylsilyl protected arylalkynyes and aryldihalides bearing both electron-withdrawing (EW) and electron-donating groups (ED) in the presence of PdCl 2 (PPh 3 ) 2 (5%) / CuI/tetrabutylammonium fluoride / triethylamine / tetrahydrofuran (sila-Sonogashira reaction) at room temperature.
ISSN:0039-7911
1532-2432
DOI:10.1080/00397911.2010.542538