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dc.contributor.authorTaimoory, S. Maryamdokht
dc.contributor.authorTwum, Kwaku
dc.contributor.authorDashti, Mohadeseh and Pan, FangFang
dc.contributor.authorLahtinen, Manu
dc.contributor.authorRissanen, Kari
dc.contributor.authorPuttreddy, Rakesh
dc.contributor.authorTrant, John F.
dc.contributor.authorBeyeh, Ngong Kodiah
dc.date.accessioned2020-03-17T07:00:11Z
dc.date.available2020-03-17T07:00:11Z
dc.date.issued2020
dc.identifier.citationTaimoory, S. M., Twum, K., Dashti, M. A. P., Lahtinen, M., Rissanen, K., Puttreddy, R., Trant, J. F., & Beyeh, N. K. (2020). Bringing a Molecular Plus One : Synergistic Binding Creates Guest-Mediated Three-Component Complexes. <i>Journal of Organic Chemistry</i>, <i>85</i>(9), 5884-5894. <a href="https://doi.org/10.1021/acs.joc.0c00220" target="_blank">https://doi.org/10.1021/acs.joc.0c00220</a>
dc.identifier.otherCONVID_34976041
dc.identifier.urihttps://jyx.jyu.fi/handle/123456789/68204
dc.description.abstractC-Ethyl-2-Methylresorcinarene (A), pyridine (B), and a set of ten carboxylic acids (Cn) associate to form A·B·Cn ternary assemblies with 1:1:1 stoichiometry, representing a useful class of ternary systems where the guest mediates complex formation between the host and a third component. Although individually weak in solution, the combined strength of the multiple non-covalent interactions organizes the complexes even in a highly hydrogen-bond competing methanol solution as explored by both experimental and computational methods. The interactions be-tween A·B and Cn are dependent on the pKa values of carboxylic acids. The weak interactions between A and C further reinforce the interactions between A and B, demonstrating positive cooperativity. Our results reveal that the two-component system such as that formed by A and B can form the basis for the development of specific sensors for the molecular recognition of carboxylic acids.en
dc.format.mimetypeapplication/pdf
dc.languageeng
dc.language.isoeng
dc.publisherAmerican Chemical Society
dc.relation.ispartofseriesJournal of Organic Chemistry
dc.rightsIn Copyright
dc.subject.othercarboxylic acids
dc.subject.othermolecular recognition
dc.subject.othersupramolecular chemistry
dc.subject.otherdiagnostic tools
dc.titleBringing a Molecular Plus One : Synergistic Binding Creates Guest-Mediated Three-Component Complexes
dc.typearticle
dc.identifier.urnURN:NBN:fi:jyu-202003172428
dc.contributor.laitosKemian laitosfi
dc.contributor.laitosDepartment of Chemistryen
dc.contributor.oppiaineOrgaaninen kemiafi
dc.contributor.oppiaineEpäorgaaninen ja analyyttinen kemiafi
dc.contributor.oppiaineOrganic Chemistryen
dc.contributor.oppiaineInorganic and Analytical Chemistryen
dc.type.urihttp://purl.org/eprint/type/JournalArticle
dc.description.reviewstatuspeerReviewed
dc.format.pagerange5884-5894
dc.relation.issn0022-3263
dc.relation.numberinseries9
dc.relation.volume85
dc.type.versionacceptedVersion
dc.rights.copyright© 2020 American Chemical Society
dc.rights.accesslevelopenAccessfi
dc.relation.grantnumber298817
dc.subject.ysosupramolekulaarinen kemia
dc.subject.ysomolekyylit
dc.subject.ysotunnistaminen
dc.subject.ysokarboksyylihapot
dc.format.contentfulltext
jyx.subject.urihttp://www.yso.fi/onto/yso/p37759
jyx.subject.urihttp://www.yso.fi/onto/yso/p2984
jyx.subject.urihttp://www.yso.fi/onto/yso/p8265
jyx.subject.urihttp://www.yso.fi/onto/yso/p27282
dc.rights.urlhttp://rightsstatements.org/page/InC/1.0/?language=en
dc.relation.doi10.1021/acs.joc.0c00220
dc.relation.funderSuomen Akatemiafi
dc.relation.funderAcademy of Finlanden
jyx.fundingprogramTutkijatohtori, SAfi
jyx.fundingprogramPostdoctoral Researcher, AoFen
jyx.fundinginformationThe authors gratefully acknowledge financial support from the Academy of Finland (RP: grant# 298817), the University of Jyväskylä, Natural Sciences and Engineering Research Council of Canada (JFT: grant # 2018-06338), National Natural Science Foundation of China (FP: grant# 21602071) and Oakland University, MI, USA. This work was made possible by the facilities of the Shared Hierarchical Academic Research Compu-ting Network (SHARCNET: www.sharcnet.ca) and Compute/Calcul Canada.


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