| Institution: | 1. Division of Photonics and Optical Science, Research Institute for Electronic Science (RIES), Hokkaido University, North 20 West 10, Kita ward, Sapporo, Hokkaido, Japan;2. Division of Photonics and Optical Science, Research Institute for Electronic Science (RIES), Hokkaido University, North 20 West 10, Kita ward, Sapporo, Hokkaido, Japan
Precursory Research for Embryonic Science and Technology (PRESTO) (Japan) Science and Technology Agency (JST), 4-1-8 Honcho, Kawaguchi, Saitama, 332-0012 Japan;3. School of Chemistry, The University of Melbourne, Masson Rd, Parkville, VIC, 3052 Australia |
| Abstract: | Light-molecule strong coupling has emerged within the last decade as a new method to control chemical reactions. A few years ago it was discovered that chemical reactivity could be altered by vibrational strong coupling (VSC). Only a limited number of reactions have been investigated under VSC to date, including solvolysis and deprotection reactions. Here the effect of VSC on a series of aldehydes and ketones undergoing Prins cyclization, an important synthetic step in pharmaceutical chemistry, is investigated. A decrease of the second-order rate constant with VSC of the reactant carbonyl stretching groups is observed. We also observe an increased activation energy due to VSC, but proportional changes in activation enthalpy and entropy, suggesting no substantive change in reaction pathway. The addition of common cycloaddition reactions to the stable of VSC-modified chemical reactions is another step towards establishing VSC as a genuine tool for synthetic chemistry. |
