Base-free, tunable, Au-catalyzed oxidative esterification of alcohols in continuous flow
File(s)
Published version
Author(s)
Type
Journal Article
Abstract
Under continuous flow conditions, hydrogen peroxide oxidizes primary alcohols (cinnamyl alcohol, decenol, decanol and benzyl alcohol) in methanol over Au/TiO2, without the need for added base. While the allylic alcohols afforded conjugated aldehydes, aliphatic and benzylic alcohols afforded acids or esters. Selectivity for either product can be achieved by adjusting the reaction parameters. Kinetic studies revealed that the formation of the easter is faster than that of the acid, due to a greater pre-organization (larger ln A) attributed to the more favourable formation of the hemiacetal intermediate.
Date Issued
2018-12-01
Date Acceptance
2018-09-13
Citation
Reaction Chemistry and Engineering, 2018, 3 (6), pp.942-948
ISSN
2058-9883
Publisher
Royal Society of Chemistry
Start Page
942
End Page
948
Journal / Book Title
Reaction Chemistry and Engineering
Volume
3
Issue
6
Copyright Statement
© The Royal Society of Chemistry 2018. This article is licensed under a Creative Commons Attribution 3.0 Unported Licence (https://creativecommons.org/licenses/by/3.0/)
Publication Status
Published
Date Publish Online
2018-10-22