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P-bis(trifluoromethyl) ylides: Synthesis and reactions

✍ Scribed by Uwe Dieckbreder; Gerd-Volker Röschenthaler; Alexander A. Kolomeitsev

Publisher
John Wiley and Sons
Year
2002
Tongue
English
Weight
92 KB
Volume
13
Category
Article
ISSN
1042-7163

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✦ Synopsis

Bis(trifluoromethyl)

phosphines RP-(CF 3 ) 2 (R = Me, NEt 2 ) were methylated by MeOSO 2 -CF 3 , yielding the respective phosphonium salts [RP(CF 3 ) 2 Me] + and CF 3 SO 3 -. Deprotonation using MeN P(NEt 2 ) 3 led to the phosphorus ylides RP-(CF 3 ) 2 CH 2 , stable in solution at ambient temperature, which could be converted into 1,2 5 5 -oxaphosphetanes by adding hexafluoroacetone.

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Cyclic Seven-Membered Ketene Imines from Hindered ‘Thiocarbonyl Ylides’ and 2,3-Bis(trifluoromethyl)fumaronitrile: Properties and Surprising Reactions
✍ Rolf Huisgen; Elke Langhals; Kurt Polborn; Konstantin Karaghiosoff 📂 Article 📅 2004 🏛 John Wiley and Sons 🌐 German ⚖ 287 KB

Dedicated to Meinhart H. Zenk on the occasion of his 70th birthday -Thiocarbonyl ylide× 2B is accessible from 1,1,3,3-tetramethylindanthione and CH 2 N 2 , and subsequent N 2 extrusion at 40 ± 508. In situ cycloaddition of the sterically hindered 2B with 2,3-bis(trifluoromethyl)fumaronitrile ((E)-3)