Add time:07/15/2019         Source:sciencedirect.com

Liquid phase oxidation of olefins with nitrous oxide is a promising synthetic route to ketones. The effect of cis/trans isomerism on the reactivity of olefins towards N2O and on the reaction mechanism was studied for the first time using 3-heptene oxidation as an example. Our experimental study revealed that cis- and trans-isomers of 3-heptene have similar reactivity and yield the same set of products. However, the cis/trans isomerism of the olefin has a pronounced effect on the reaction route involving the cleavage of the initial CC bond and, accordingly, on the products ratio. The yield of ketones is lower for the trans-isomer due to higher contribution of the cleavage route.

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