The derivative monomer of pyrrole with the side chain nitroxyl radical, 4-(3-(pyrrol-1-yl)propionamido)-2,2, 6,6-tetramethylpiperidin-1-yloxy (PyATEMPO) was synthesized. Its corresponding polymer PPyATEMPO was successfully prepared by cyclic voltammetry on Pt electrode in NaClO 4 /CH 3 CN solution. The PPyATEMPO electrode showed high electrocatalytic activity for oxidation of benzyl alcohol in the presence of the Lewis base 2,6-lutidine. To further investigation, in situ Fourier transform infrared (FTIR) spectroscopy technique was applied to study the possible electrochemical oxidation mechanism of benzyl alcohol on PPyATEMPO electrode. It showed that the benzyl alcohol was selectively oxidized to benzaldehyde in the action of PPyATEMPO film.
Monomer 4-thienylacetyl-amino-2,2,6,6-tetramethylpiperidinyl-1-yloxy (TATEMPO) has been synthesized. The homopolymer poly(2,2 -bithiophene) (PBTh), and poly(4-thienylacetyl-amino-2,2,6,6-tetramethylpiperidinyl-1-yloxy)/(2,2 -bithiophene) (PTATEMPO/BTh) copolymer are successfully prepared on platinum in boron trifluoride diethyl etherate solution by electrochemical polymerization. They are characterized by scanning electron microscopy. The electrochemical copolymerization of TATEMPO and BTh may be accomplished through a radical reaction process. The electrocatalytic oxidation performance of benzyl alcohol in 0.1 M NaClO 4 -CH 3 CN solution in the presence of 2,6-lutidine on PTATEMPO/BTh electrode is investigated by cyclic voltammetry and in situ FTIR. Benzyl alcohol is selectively converted to benzaldehyde on the PTATEMPO/BTh electrode, and the overoxidation to benzoic acid is suppressed.
A novel TEMPO-modified polyaniline electrode, poly(4-(2-aminobenzoyl-oxy)-2,2,6,6-tetramethylpiperidin-1-yloxy) (PAn-TEMPO), was successfully prepared on glassy carbon by electrochemical polymerization in water/acetone. The electrocatalytic property of PAn-TEMPO for oxidation of alcohols was investigated by cyclic voltammetry, in situ FTIR and preparative electrolysis experiments. The PAn-TEMPO performed well, leading to the selective oxidation of alcohols under mild conditions. Various alcohols were efficiently oxidized to their corresponding aldehydes or ketones with excellent conversions and selectivities in water solution or water/acetonitrile solution buffered with sodium carbonate/bicarbonate.
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