{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,30]],"date-time":"2026-09-30T22:32:11Z","timestamp":1790807531183,"version":"4.1.0"},"reference-count":75,"publisher":"Wiley","issue":"70","license":[{"start":{"date-parts":[[2021,11,24]],"date-time":"2021-11-24T00:00:00Z","timestamp":1637712000000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"funder":[{"DOI":"10.13039\/501100001665","name":"Agence Nationale de la Recherche","doi-asserted-by":"publisher","award":["ANR-17-CE07-0014-01"],"award-info":[{"award-number":["ANR-17-CE07-0014-01"]}],"id":[{"id":"10.13039\/501100001665","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["chemistry-europe.onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Chemistry A European J"],"published-print":{"date-parts":[[2021,12,15]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>This paper reports the synthesis and study of new pH\u2010sensitive DB24C8\u2010based [2]rotaxane molecular shuttles that contain within their axle four potential sites of interaction for the DB24C8: ammonium, amine, Weinreb amide, and ketone. In the protonated state, the DB24C8 lay around the best ammonium site. After either deprotonation or deprotonation\u2010then\u2010carbamoylation of the ammonium, different localizations of the DB24C8 were seen, depending on both the number and nature of the secondary stations and steric restriction. Unexpectedly, the results indicated that the Weinreb amide was not a proper secondary molecular station for the DB24C8. Nevertheless, through its methoxy side chain, it slowed down the shuttling of the macrocycle along the threaded axle, thereby partitioning the [2]rotaxane into two translational isomers on the NMR timescale. The ketone was successfully used as a secondary molecular station, and its weak affinity for the DB24C8 was similar to that of a secondary amine.<\/jats:p>","DOI":"10.1002\/chem.202103805","type":"journal-article","created":{"date-parts":[[2021,11,5]],"date-time":"2021-11-05T07:32:17Z","timestamp":1636097537000},"page":"17576-17580","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":3,"title":["Weinreb Amide, Ketone and Amine as Potential and Competitive Secondary Molecular Stations for Dibenzo\u2010[24]Crown\u20108\u2009in [2]Rotaxane Molecular Shuttles"],"prefix":"10.1002","volume":"27","author":[{"given":"Maxime","family":"Gauthier","sequence":"first","affiliation":[{"name":"Supramolecular Machines and Architectures Team IBMM Univ Montpellier CNRS ENSCM  Montpellier France"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-1922-9115","authenticated-orcid":false,"given":"Fr\u00e9d\u00e9ric","family":"Coutrot","sequence":"additional","affiliation":[{"name":"Supramolecular Machines and Architectures Team IBMM Univ Montpellier CNRS ENSCM  Montpellier 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