135654-55-6Relevant articles and documents
Synthesis and Reactions of (2,2,2-Trifluoroethyl)triphenylphosphonium Trifluoromethanesulfonate
Hanamoto, Takeshi,Morita, Noriko,Shindo, Keiko
, p. 4279 - 4285 (2007/10/03)
(2,2,2-Trifluoroethyl)triphenylphosphonium trifluoromethanesulfonate (triflate) (1) was readily synthesized in high yield from triphenylphosphane and 2,2,2-trifluoroethyl triflate. The Wittig olefination of 1 with aromatic aldehydes bearing electron-withdrawing groups with CsF as a base in DMF proceeded cleanly, producing the corresponding 3,3,3-trifluoropropenylidene compounds in good yields. On the other hand, the hydrolysis of 1 in methanol containing sodium hydroxide gave (2,2-dimethoxyvinyl)triphenylphosphonium triflate (6a) in high yield instead of the corresponding (2,2,2-trifluoroethyl)diphenylphosphane oxide. Furthermore, reactions between 1 and secondary amines exclusively gave the novel (Z)-(2-amino-2-fluorovinyl)triphenylphosphonium triflates (10) in high yields. Wiley-VCH Verlag GmbH & Co KGaA, 69451 Weinheim, Germany, 2003.