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dc.contributor.authorRissanen, Kari
dc.contributor.authorYu, Shilin
dc.contributor.authorTruong, Khai-Nghi
dc.contributor.authorWard, Jas S.
dc.date.accessioned2021-07-20T07:38:55Z
dc.date.available2021-07-20T07:38:55Z
dc.date.issued2021
dc.identifier.citationRissanen, K., Yu, S., Truong, K.-N., & Ward, J. S. (2021). Inherently Unstable Carbonyl Hypoiodites as Extremely Strong Neutral Halogen Bond Donors. <i>Angewandte Chemie</i>, <i>Early online</i>. <a href="https://doi.org/10.1002/anie.202108126" target="_blank">https://doi.org/10.1002/anie.202108126</a>
dc.identifier.otherCONVID_99048332
dc.identifier.urihttps://jyx.jyu.fi/handle/123456789/77193
dc.description.abstractA series of neutral halogen-bonded O–I–N complexes were prepared from in-situ formed carbonyl hypoiodites and aromatic organic bases (pyridine, DMAP, 4-morpholinopyridine and 4-piperidinopyridine). The carbonyl hypoiodites exhibit a very strongly polarized iodine atom with larger s -holes than any known uncharged halogen bond donor. The hypoiodite synthesized from trifluoroacetic acid has a s -hole of +234.55 kJ/mol, which surpasses the previously strongest XB donor N -iodosaccharin that had a value of +226.36 kJ/mol. Modulating the Lewis basicity of the selected pyridine derivatives and carboxylates leads to halogen-bonded complexes where the classical O‒I···N halogen bond transforms more into a halogen-bonded COO – ···I – N + ion-pair (salt) with a strongly asymmetric O – I – N moiety. Detailed single crystal X-ray analyses, 1 H- 15 N HMBC NMR studies, and DFT calculations reveal the halogen bonding geometries of the carbonyl hypoiodite-based O – I – N complexes, confirming that in the solid-state the iodine atom is located much closer to the N-atom of the pyridine derivatives than its original position at the carboxylate O-atom.en
dc.format.mimetypeapplication/pdf
dc.language.isoeng
dc.publisherWiley
dc.relation.ispartofseriesAngewandte Chemie
dc.rightsIn Copyright
dc.titleInherently Unstable Carbonyl Hypoiodites as Extremely Strong Neutral Halogen Bond Donors
dc.typearticle
dc.identifier.urnURN:NBN:fi:jyu-202107204367
dc.contributor.laitosKemian laitosfi
dc.contributor.laitosDepartment of Chemistryen
dc.type.urihttp://purl.org/eprint/type/JournalArticle
dc.description.reviewstatuspeerReviewed
dc.relation.issn1433-7851
dc.relation.volumeEarly online
dc.type.versionacceptedVersion
dc.rights.copyright© 2021 Wiley
dc.rights.accesslevelembargoedAccessfi
dc.relation.grantnumber317259
dc.subject.ysosupramolekulaarinen kemia
dc.subject.ysokemialliset sidokset
dc.subject.ysohalogeenit
dc.format.contentfulltext
jyx.subject.urihttp://www.yso.fi/onto/yso/p37759
jyx.subject.urihttp://www.yso.fi/onto/yso/p10130
jyx.subject.urihttp://www.yso.fi/onto/yso/p4164
dc.rights.urlhttp://rightsstatements.org/page/InC/1.0/?language=en
dc.relation.doi10.1002/anie.202108126
dc.relation.funderSuomen Akatemiafi
dc.relation.funderAcademy of Finlanden
jyx.fundingprogramAkatemiahanke, SAfi
jyx.fundingprogramAcademy Project, AoFen
jyx.fundinginformationWe are grateful for financial support from the Academy of Finland (K.R.: grant no. 317259), the Finnish Cultural Foundation Central Fund (J.S.W.: grant no. 00201148), the Magnus Ehrnrooth Foundation (J.S.W.), and the University of Jyväskylä.


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