Nucleophilicities and nucleofugalities of thio- and selenoethers

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dc.contributor.authorMaji, Biplap
dc.contributor.authorDuan, Xin-Hua
dc.contributor.authorJüstel, Patrick M.
dc.contributor.authorByrne, Patrick A.
dc.contributor.authorOfial, Armin R.
dc.contributor.authorMayr, Herbert
dc.contributor.funderLudwig-Maximilians-Universität Münchenen
dc.contributor.funderAlexander von Humboldt-Stiftungen
dc.contributor.funderCarl Friedrich von Siemens Stiftungen
dc.date.accessioned2022-06-22T14:06:29Z
dc.date.available2022-06-22T14:06:29Z
dc.date.issued2021-05-18
dc.date.updated2022-06-21T16:27:37Z
dc.description.abstractRate constants for the reactions of dialkyl chalcogenides with laser flash photolytically generated benzhydrylium ions have been measured photometrically to integrate them into the comprehensive benzhydrylium-based nucleophilicity scale. Combining these rate constants with the previously reported equilibrium constants for the same reactions provided the corresponding Marcus intrinsic barriers and made it possible to quantify the leaving group abilities (nucleofugalities) of dialkyl sulfides and dimethyl selenide. Due to the low intrinsic barriers, dialkyl chalcogenides are fairly strong nucleophiles (comparable to pyridine and N-methylimidazole) as well as good nucleofuges; this makes them useful group-transfer reagents.en
dc.description.sponsorshipLudwig-Maximilians-Universität München (LMU München Department Chemie); Alexander von Humboldt Foundation and the Carl Friedrich von Siemens Foundation (Humboldt Research Fellowship for Postdoctoral Researchers)en
dc.description.statusPeer revieweden
dc.description.versionPublished Versionen
dc.format.mimetypeapplication/pdfen
dc.identifier.articleid11367en
dc.identifier.citationMaji, B., Duan, X.-H., Jüstel P. M., Byrne, P. A., Ofial, A. R. and Mayr, H. (2021) 'Nucleophilicities and Nucleofugalities of Thio- and Selenoethers', Chemistry - A European Journal, 27, 11367 (10 pp). doi: 10.1002/chem.202100977.en
dc.identifier.doi10.1002/chem.202100977en
dc.identifier.eissn1521-376
dc.identifier.endpage10en
dc.identifier.issn0947-6539
dc.identifier.journaltitleChemistry - A European Journalen
dc.identifier.startpage1en
dc.identifier.urihttps://hdl.handle.net/10468/13310
dc.identifier.volume27en
dc.language.isoenen
dc.publisherWileyen
dc.relation.urihttps://chemistry-europe.onlinelibrary.wiley.com/doi/full/10.1002/chem.202100977
dc.rights© 2021 The Authors. Chemistry- A European Journal published by Wiley-VCHGmbHen
dc.rights.urihttps://creativecommons.org/licenses/by/4.0/en
dc.subjectDialkyl sulfidesen
dc.subjectNucleophilicitiesen
dc.subjectReagentsen
dc.subjectGroup-transfer reagentsen
dc.titleNucleophilicities and nucleofugalities of thio- and selenoethersen
dc.typeArticle (peer-reviewed)en
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