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• W2081091283 abstract "We combine reactivity studies with infrared reflection absorption spectroscopy to provide molecular-scale insights into the oxidation of two cyclic alcohols, cyclohexanol and 2-cyclohexen-1-ol, by atomic oxygen adsorbed on Au(111). The two alcohols share common features in their reaction pathways: they are both activated by Brønsted acid-base reactions with adsorbed oxygen. Cyclic ketones, cyclohexanone and 2-cyclohexen-1-one, are the major products, formed from cyclohexanol and 2-cyclohexen-1-ol, respectively. These ketones also undergo secondary ring C-H bond activation. The product distributions reflect a substantial difference in the secondary reactions for these two ketones, which correlate with their gas-phase acidity. The allylic alcohol (2-cylohexen-1-ol) has a greater degree of ring C-H activation, yielding the diketone (2-cyclohexene-1,4-dione) and phenol. Our results provide clear evidence for the importance of C═C functionalities in determining the reactivity of molecules in heterogeneous oxidative transformations promoted on Au-based materials." @default.
• W2081091283 created "2016-06-24" @default.
• W2081091283 creator A5048145081 @default.
• W2081091283 creator A5073066134 @default.
• W2081091283 date "2010-07-21" @default.
• W2081091283 modified "2023-09-27" @default.
• W2081091283 title "Selective Oxidation of Cyclohexanol and 2-Cyclohexen-1-ol on O/Au(111): The Effect of Molecular Structure" @default.
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• W2081091283 doi "https://doi.org/10.1021/la1015302" @default.
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