The oxidation of R-methyl glucoside, benzyl alcohol, and 1,4-pentanediol were catalyzed by the TEMPO hybrids in aqueous solution.39 The R-methyl glucoside was oxidized to 1-O-methyl glucuronate at 0 °C with NaOCl, giving almost 100% conversion within 30 min for both the ether- and amide-TEMPO- MCM-41 catalysts. The selectivity was over 95% to the carboxylic acid product. No leaching of the TEMPO groups was observed. The catalysts were also useful in the reaction of benzyl alcohol with oxygen and copper (I) chloride in DMF. Conversion over the ether-TEMPO-MCM-41 was 35%, and selectivity to benzaldehyde was 99%. Under similar conditions, the homogeneous TEMPO gave 94% conversion and 99% selectivity.

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