139175-50-1Relevant articles and documents
Convenient syntheses and characterization of fluorophilic perfluorooctyl-propyl amines and ab initio calculations of proton affinities of related model compounds
Szlávik, Zoltán,Tárkányi, Gábor,G?m?ry, ágnes,Tarczay, Gy?rgy,Rábai, József
, p. 7 - 14 (2001)
A convenient and effective method for the preparation of perfluorooctyl-propyl amines ([Rf8(CH2)3]nNH3-n (1-3), n=1,2,3; Rf8(CH2)3NHMe (4); [Rf8(CH2)3]2NMe (5); Rf8(CH2)3NMe2 (6); Rf8=F(CF2)8) via a step by step alkylation with Rf8(CH2)3I is described. The fluorophilicity values of 1-6 were determined by GC and range from 0.79±0.07 (1) to 5.3±0.2 (3). Systematic ab initio calculations of proton affinities of model compounds (7a-j) using Hartree-Fock and density functional theory imply that the inserted trimethylene spacer unit efficiently reduces the electron-withdrawing effect of the perfluorinated segment. All structures were verified by multinuclear one- and two-dimensional NMR experiments involving both homo- (19F-19F) and hetero-nuclear (1H-13C, 1H-15N, 19F-13C) correlations based on the GMQFCOPS and inverse 1H and/or 19F detected GHSQC, GHMQC sequences with broadband adiabatic 13C-decoupling.
Convenient syntheses of a family of easily recoverable fluorous primary, secondary and tertiary aliphatic amines NH(3-x[(CH2)(m)(CF2)7CF3](x) (m = 3-5; x = 1-3) - Fine tuning of basicities and fluorous phase aff
Rocaboy, Christian,Bauer, Walter,Gladysz, John A.
, p. 2621 - 2628 (2007/10/03)
The alcohols HOCH2(CH2)(m-1)(CF2)7CF3 [m = 3-5; (CF2)7CF3 = R(f8)] are oxidized to aldehydes O=CH(CH2)(m-1)R(f8) (Dess-Martin reagent, 90-96%), which are co