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Comparative voltammetric study of new nitroxides and their analog in which the Py replaces the Ph group revealed both through\u2010bond and through\u2010space stabilization of the NO redox states with the pyridyl\/ 2\u2010pyridyloxide moiety, providing reversibility of both oxidation and reduction processes. Adaptive conformational behavior of new pyridyl\/pyridyloxide containing nitroxides upon one\u2010electron oxidation and reduction was confirmed by DFT calculations. Stimuli\u2010responsive conformational changes allow switching on\/off dispersion and electrostatic interactions within the molecule and increase stability of the redox states. Spectroelectrochemical measurements provided experimental evidence for reversibility of the through\u2010space stabilization of the oxidized state of the nitroxides with the neighboring pyridine lone pair.<\/jats:p>","DOI":"10.1002\/cplu.202100508","type":"journal-article","created":{"date-parts":[[2021,12,10]],"date-time":"2021-12-10T10:01:07Z","timestamp":1639130467000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":10,"title":["Pyridine\u2010Containing Donor\u2010Acceptor Diarylnitroxides: Noncovalent Stabilization of the Redox States"],"prefix":"10.1002","volume":"87","author":[{"given":"Oleg A.","family":"Levitskiy","sequence":"first","affiliation":[{"name":"Department of Chemistry Lomonosov Moscow State University  Leninskie Gory 1\/3 119991 Moscow Russian Federation"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Alexey V.","family":"Bogdanov","sequence":"additional","affiliation":[{"name":"Department of Chemistry Lomonosov Moscow State University  Leninskie Gory 1\/3 119991 Moscow Russian Federation"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Ivan A.","family":"Klimchuk","sequence":"additional","affiliation":[{"name":"Department of Chemistry Lomonosov Moscow State University  Leninskie Gory 1\/3 119991 Moscow Russian Federation"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-2173-652X","authenticated-orcid":false,"given":"Tatiana V.","family":"Magdesieva","sequence":"additional","affiliation":[{"name":"Department of Chemistry Lomonosov Moscow State University  Leninskie Gory 1\/3 119991 Moscow Russian Federation"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2021,12,29]]},"reference":[{"key":"e_1_2_8_1_1","doi-asserted-by":"publisher","DOI":"10.1002\/celc.202001584"},{"key":"e_1_2_8_2_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.coelec.2020.05.006"},{"key":"e_1_2_8_3_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.coelec.2020.05.005"},{"key":"e_1_2_8_4_1","doi-asserted-by":"publisher","DOI":"10.3390\/ma12111770"},{"key":"e_1_2_8_5_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.elecom.2021.107052"},{"key":"e_1_2_8_6_1","doi-asserted-by":"publisher","DOI":"10.1021\/acsaem.1c01362"},{"key":"e_1_2_8_7_1","doi-asserted-by":"publisher","DOI":"10.1002\/aenm.202001445"},{"key":"e_1_2_8_8_1","first-page":"20190186","volume":"378","author":"Manousiadis P. 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