FORMATION OF THE HOMOCONJUGATED CATION (N-O...H...O-N)+ OF N-DODECYL-N,N-DIMETHYLAMINE OXIDE IN CARBON-TETRACHLORIDE

Formation constants (Kf) are determined for homoconjugated complexes, (BHB)+A-, between dodecyldimethylamine oxide (B) and its 1:1 complexes with tetrafluoroboric, perchloric, trifluoromethanesulfonic, hydrobromic, and hydrochloric acids (BHA) in carbon tetrachloride. Kf correlate with the hydration ratio, H, suggesting that homoconjugated complexes are controlled by the ability of the anion (A-) to form hydrogen bonds. Infrared spectra of homoconjugated complexes show continuous absorption in the 2200-400 cm-1 region, which is typical of strong hydrogen bonds, and is independent of the nature of the anion and phase. The chemical shifts of the hydrogen bonded protons in dodecyldimethylamine oxide homoconjugated cation vary slightly with anion. © 1990.