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Unusual aryl–aryl coupling of 6-bromo-1,2-naphthoquinone to 6,6’-dibromo-1,1’,2,2’-tetrahydroxy-4,4’-binaphthyl in the presence of trialkylphosphine and water

✍ Scribed by Andrei V. Bogdanov; Nadezhda R. Khasiyatullina; Vladimir F. Mironov; Dmitry B. Krivolapov; Igor A. Litvinov; Alexander I. Konovalov

Book ID
108209715
Publisher
Royal Society of Chemistry
Year
2009
Tongue
English
Weight
389 KB
Volume
19
Category
Article
ISSN
0959-9436

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✍ Lothar Weber; Jan Förster; Hans-Georg Stammler; Beate Neumann 📂 Article 📅 2006 🏛 John Wiley and Sons 🌐 English ⚖ 180 KB

## Abstract The reaction of Aryl–N=CH–CH=N–Aryl (3a: Aryl = 2,6‐Me~2~C~6~H~3~; 3b: Aryl = 2,4,6‐Me~3~C~6~H~2~) with 2 equiv. BCl~3~ in a toluene/hexane mixture at –50 °C led to an inseparable mixture of borolium salts [Aryl–N^a^=CH–CH=N(Aryl)BCl~2~(__N__^__a__^–__B__)]^+^BCl~4~^–^ (4a: Aryl = 2,6‐M