Syntheses and molecular structures of 2-[1'-N-(alkyl)imino-2',2',2'-trifluoroethyl] phenols

N-(Alkyl) imino derivatives of trifluoroacetyl phenol of the general formula 1,2-C6H4[C(=NR)CF3][OH] (R = H, 3a; Me, 3b; Pr-n, 3c; Pr-i, 3d; CH2CH2NH2, 3e; CH2CH2CH2NH2, 3f; CH2CH2CH2CH2NH2, 3g; CH2CH2OH, 3h; CH(2)CH(2)NMe(2), 3i) were synthesized from 2-trifluoroacetyl phenol and the corresponding primary amines RNH(2). The molecular structures of 3b [monoclinic, P2(1)/n, a = 6.641(3), b = 18.044(8), c = 7.716(3) Angstrom, beta = 99.95(4)degrees], 3d [orthorhombic, P2(1)2(1)2(1), a = 7.784(2), b = 9.291(2), c = 15.942(4) Angstrom] and 3i [monoclinic, P2(1)/n, a = 8.660(2), b = 18.135(2), c = 13.300(2) Angstrom, beta = 99.83(2)degrees] were determined. In the solid state, 3b, 3d and 3i exist exclusively as E isomers with intermolecular hydrogen bridges, whereas according to the IH and 19F NMR spectra in chloroform solution, compounds 3b, 3e and 3d isomerize to give a mixture of 66% Z and 34% E isomers.