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Protic solvents like water, methanol and hexafluoroisopropanol favour the <jats:italic>N<\/jats:italic>\u2010oxide form, while other solvents like acetone, acetonitrile and benzene favour the alkoxylamine. The reaction temperature and nature of the substituents on the alkene affect the rate of rearrangement. A <jats:italic>N<\/jats:italic>\u2010oxide fragment was attached to two fluorescent molecules and acted as an on\/off switch for their fluorescence. The conversion of alkoxylamines into the corresponding <jats:italic>N<\/jats:italic>\u2010oxides has not previously been described and is here termed the \u2018Reverse Meisenheimer Rearrangement\u2019.<\/jats:p>","DOI":"10.1002\/chem.202301356","type":"journal-article","created":{"date-parts":[[2023,7,4]],"date-time":"2023-07-04T13:10:08Z","timestamp":1688476208000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":3,"title":["N\u2010Oxides as Control Element for the Direction of a Sigmatropic Rearrangement: Application as a Switch for Fluorescence"],"prefix":"10.1002","volume":"29","author":[{"ORCID":"https:\/\/orcid.org\/0000-0001-6249-5908","authenticated-orcid":false,"given":"Claude","family":"Spino","sequence":"first","affiliation":[{"name":"Synthesis and organic materials laboratory D\u00e9partement de Chimie Universit\u00e9 de Sherbrooke 2500 Boul. 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