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dc.contributor.authorPuttreddy, Rakesh
dc.contributor.authorBeyeh, Ngong Kodiah
dc.contributor.authorRas, Robin H. A.
dc.contributor.authorRissanen, Kari
dc.date.accessioned2017-06-30T06:33:21Z
dc.date.available2017-06-30T06:33:21Z
dc.date.issued2017
dc.identifier.citationPuttreddy, R., Beyeh, N. K., Ras, R. H. A., & Rissanen, K. (2017). Host-Guest Complexes of C-Ethyl-2-methylresorcinarene and Aromatic N,N′-Dioxides. <i>ChemistryOpen</i>, <i>6</i>(3), 417-423. <a href="https://doi.org/10.1002/open.201700026" target="_blank">https://doi.org/10.1002/open.201700026</a>
dc.identifier.otherCONVID_26935221
dc.identifier.otherTUTKAID_73417
dc.identifier.urihttps://jyx.jyu.fi/handle/123456789/54766
dc.description.abstractThe C‐ethyl‐2‐methylresorcinarene (1) forms 1:1 in‐cavity complexes with aromatic N,N′‐dioxides, only if each of the aromatic rings has an N−O group. The structurally different C‐shaped 2,2′‐bipyridine N,N′‐dioxide (2,2′‐BiPyNO) and the linear rod‐shaped 4,4′‐bipyridine N,N′‐dioxide (4,4′‐BiPyNO) both form 1:1 in‐cavity complexes with the host resorcinarene in C4v crown and C2v conformations, respectively. In the solid state, the host–guest interactions between the 1,3‐bis(4‐pyridyl)propane N,N′‐dioxide (BiPyPNO) and the host 1 stabilize the unfavorable anti‐gauche conformation. Contrary to the N,N′‐dioxide guests, the mono‐N‐oxide guest, 4‐phenylpyridine N‐oxide (4PhPyNO), does not form an in‐cavity complex in the solid state. The host–guest complexation and the relative guest affinities were studied through 1H NMR competition experiments in methanol. Single‐crystal X‐ray crystallography of the 1:1 complexes supports the proposed solution‐state structures, also revealing strong hydrogen bonds between the host and the guests, not observed in solution owing to hydrogen/deuterium (H/D) exchange processes in methanol.en
dc.language.isoeng
dc.publisherWiley-VCH-Verlag
dc.relation.ispartofseriesChemistryOpen
dc.subject.otherconformation
dc.subject.otherN,N′-dioxides
dc.subject.otherresorcinarenes
dc.subject.otherweak interactions
dc.titleHost-Guest Complexes of C-Ethyl-2-methylresorcinarene and Aromatic N,N′-Dioxides
dc.typearticle
dc.identifier.urnURN:NBN:fi:jyu-201706213008
dc.contributor.laitosKemian laitosfi
dc.contributor.laitosDepartment of Chemistryen
dc.contributor.oppiaineOrgaaninen kemiafi
dc.contributor.oppiaineNanoscience Centerfi
dc.contributor.oppiaineOrganic Chemistryen
dc.contributor.oppiaineNanoscience Centeren
dc.type.urihttp://purl.org/eprint/type/JournalArticle
dc.date.updated2017-06-21T12:15:08Z
dc.type.coarjournal article
dc.description.reviewstatuspeerReviewed
dc.format.pagerange417-423
dc.relation.issn2191-1363
dc.relation.numberinseries3
dc.relation.volume6
dc.type.versionpublishedVersion
dc.rights.copyright© 2017 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the Creative Commons Attribution-NonCommercial-NoDerivs License.
dc.rights.accesslevelopenAccessfi
dc.relation.grantnumber292746
dc.relation.grantnumber298817
dc.relation.grantnumber263256
dc.subject.ysosupramolekulaarinen kemia
jyx.subject.urihttp://www.yso.fi/onto/yso/p37759
dc.rights.urlhttps://creativecommons.org/licenses/by-nc-nd/4.0/
dc.relation.doi10.1002/open.201700026
dc.relation.funderSuomen Akatemiafi
dc.relation.funderSuomen Akatemiafi
dc.relation.funderSuomen Akatemiafi
dc.relation.funderAcademy of Finlanden
dc.relation.funderAcademy of Finlanden
dc.relation.funderAcademy of Finlanden
jyx.fundingprogramAkatemiaprofessorin tutkimuskulut, SAfi
jyx.fundingprogramTutkijatohtori, SAfi
jyx.fundingprogramAkatemiaprofessorin tehtävä, SAfi
jyx.fundingprogramResearch costs of Academy Professor, AoFen
jyx.fundingprogramPostdoctoral Researcher, AoFen
jyx.fundingprogramResearch post as Academy Professor, AoFen
jyx.fundinginformationThe authors gratefully acknowledgefinancial supportfrom theAcademyofFinland (R.P.grant no. 298817, K.R.:grant nos.265328, 263256, and 292746;N.K.B.:grant no. 258653, R.H.A.R.:grant no. 272579), the University of Jyvaskyla, and Aalto Universi-ty.This work was supported by the Academy of Finland throughits Centres of Excellence Programme (HYBER 2014–2019


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© 2017 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA.
This is an open access article under the terms of the Creative Commons
Attribution-NonCommercial-NoDerivs License.
Except where otherwise noted, this item's license is described as © 2017 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the Creative Commons Attribution-NonCommercial-NoDerivs License.