Acidity of the N+Ch2 Protons in N-Phenacyl-R-pyridinium Bromides

• Autorzy: Szafran M. , Szwajca A.
• Języki publikacji: EN

Abstrakty

EN

UV-Vis, FTIR, 1H and 13C NMR and MS spectra of 19 N-phenacyl-R-pyridinium bromides and their ylides were measured and analysed. In crystals the investigated salts appear as keto-tautomer, but in water solutions in a keto-enol tautomeric equilibrium. In most salts, the N+CH2 hydrogens, undergo fast hydrogen-deuterium exchange in neutral D2O at room temperature, which confirms the presence of some amount of enolic tautomers in aqueous solutions. The intensity of the ylide bands in the 385-480 nm region is substituent and time dependent and reflects the rates of their formation and decomposition. The ylides with electron-withdrawing substituents form and decompose much faster than those with electron-donating ones.

Słowa kluczowe

EN

N-phenacyl-R-pyridinium bromides; ylides; UV-Vis; FTIR; 1H and 13C NMR; MS

• Wydawca: Polskie Towarzystwo Chemiczne
• Czasopismo: Polish Journal of Chemistry
• Rocznik: 2004
• Tom: Vol.78 /nr 11-12
• Strony: 2131--2140
• Opis fizyczny: Bibliogr. 31 poz., rys

Twórcy

autor

Szafran M.

• Faculty of Chemistry, A. Mickiewicz University, Grunwaldzka 6, 60780 Poznań, Poland

autor

Szwajca A.

• Faculty of Chemistry, A. Mickiewicz University, Grunwaldzka 6, 60780 Poznań, Poland

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