dc.contributor.author | Kiesilä, Anniina | |
dc.contributor.author | Beyeh, Ngong Kodiah | |
dc.contributor.author | Moilanen, Jani O. | |
dc.contributor.author | Puttreddy, Rakesh | |
dc.contributor.author | Götz, Sven | |
dc.contributor.author | Rissanen, Kari | |
dc.contributor.author | Barran, Perdita | |
dc.contributor.author | Lützen, Arne | |
dc.contributor.author | Kalenius, Elina | |
dc.date.accessioned | 2019-09-03T11:55:38Z | |
dc.date.available | 2019-09-03T11:55:38Z | |
dc.date.issued | 2019 | |
dc.identifier.citation | Kiesilä, A., Beyeh, N. K., Moilanen, J. O., Puttreddy, R., Götz, S., Rissanen, K., Barran, P., Lützen, A., & Kalenius, E. (2019). Thermodynamically driven self-assembly of pyridinearene to hexameric capsules. <i>Organic and Biomolecular Chemistry</i>, <i>17</i>(29), 6980-6984. <a href="https://doi.org/10.1039/C9OB01383K" target="_blank">https://doi.org/10.1039/C9OB01383K</a> | |
dc.identifier.other | CONVID_32150932 | |
dc.identifier.uri | https://jyx.jyu.fi/handle/123456789/65411 | |
dc.description.abstract | Pyridinearene macrocycles have previously shown unique host–guest properties in their capsular dimers including endo complexation of neutral molecules and exo complexation of anions. Here, we demonstrate for the first time the formation of hydrogen bonded hexamer of tetraisobutyl-octahydroxypyridinearene in all three states of matter – gas phase, solution and solid-state. Cationic tris(bipyridine)ruthenium(II) template was found to stabilize the hexamer in gas phase, whereas solvent molecules do this in condensed phases. In solution, the capsular hexamer was found to be the thermodynamically favoured self-assembly product and transition from dimer to hexamer occurred in course of time. The crystal structure of hexamer revealed 24 N–H⋯O direct intermolecular hydrogen bonds between the six pyridinearene macrocycles without any bridging solvent molecules. Hydrogen bond patterns correlate well with DFT computed structures. Thus, all structural chemistry methods (IM-MS, DOSY NMR, DFT, X-ray crystallography) support the same structure of the hexameric capsule that has a diameter of ca. 3 nm and volume of 1160 Å3. | en |
dc.format.mimetype | application/pdf | |
dc.language | eng | |
dc.language.iso | eng | |
dc.publisher | Royal Society of Chemistry | |
dc.relation.ispartofseries | Organic and Biomolecular Chemistry | |
dc.rights | CC BY-NC 3.0 | |
dc.title | Thermodynamically driven self-assembly of pyridinearene to hexameric capsules | |
dc.type | article | |
dc.identifier.urn | URN:NBN:fi:jyu-201909034017 | |
dc.contributor.laitos | Kemian laitos | fi |
dc.contributor.laitos | Department of Chemistry | en |
dc.contributor.oppiaine | Orgaaninen kemia | fi |
dc.contributor.oppiaine | Nanoscience Center | fi |
dc.contributor.oppiaine | Organic Chemistry | en |
dc.contributor.oppiaine | Nanoscience Center | en |
dc.type.uri | http://purl.org/eprint/type/JournalArticle | |
dc.type.coar | http://purl.org/coar/resource_type/c_2df8fbb1 | |
dc.description.reviewstatus | peerReviewed | |
dc.format.pagerange | 6980-6984 | |
dc.relation.issn | 1477-0520 | |
dc.relation.numberinseries | 29 | |
dc.relation.volume | 17 | |
dc.type.version | publishedVersion | |
dc.rights.copyright | © The Royal Society of Chemistry, 2019 | |
dc.rights.accesslevel | openAccess | fi |
dc.relation.grantnumber | 284562 | |
dc.relation.grantnumber | 278743 | |
dc.relation.grantnumber | 298817 | |
dc.relation.grantnumber | 285855 | |
dc.relation.grantnumber | 320015 | |
dc.relation.grantnumber | 315829 | |
dc.relation.grantnumber | 312514 | |
dc.subject.yso | vetysidokset | |
dc.subject.yso | supramolekulaarinen kemia | |
dc.format.content | fulltext | |
jyx.subject.uri | http://www.yso.fi/onto/yso/p38131 | |
jyx.subject.uri | http://www.yso.fi/onto/yso/p37759 | |
dc.rights.url | https://creativecommons.org/licenses/by-nc/3.0/ | |
dc.relation.doi | 10.1039/C9OB01383K | |
dc.relation.funder | Suomen Akatemia | fi |
dc.relation.funder | Suomen Akatemia | fi |
dc.relation.funder | Suomen Akatemia | fi |
dc.relation.funder | Suomen Akatemia | fi |
dc.relation.funder | Suomen Akatemia | fi |
dc.relation.funder | Suomen Akatemia | fi |
dc.relation.funder | Suomen Akatemia | fi |
dc.relation.funder | Research Council of Finland | en |
dc.relation.funder | Research Council of Finland | en |
dc.relation.funder | Research Council of Finland | en |
dc.relation.funder | Research Council of Finland | en |
dc.relation.funder | Research Council of Finland | en |
dc.relation.funder | Research Council of Finland | en |
dc.relation.funder | Research Council of Finland | en |
jyx.fundingprogram | Akatemiatutkijan tutkimuskulut, SA | fi |
jyx.fundingprogram | Akatemiatutkija, SA | fi |
jyx.fundingprogram | Tutkijatohtori, SA | fi |
jyx.fundingprogram | Tutkijatohtori, SA | fi |
jyx.fundingprogram | Akatemiatutkijan tutkimuskulut, SA | fi |
jyx.fundingprogram | Akatemiatutkija, SA | fi |
jyx.fundingprogram | Akatemiatutkijan tutkimuskulut, SA | fi |
jyx.fundingprogram | Research costs of Academy Research Fellow, AoF | en |
jyx.fundingprogram | Academy Research Fellow, AoF | en |
jyx.fundingprogram | Postdoctoral Researcher, AoF | en |
jyx.fundingprogram | Postdoctoral Researcher, AoF | en |
jyx.fundingprogram | Research costs of Academy Research Fellow, AoF | en |
jyx.fundingprogram | Academy Research Fellow, AoF | en |
jyx.fundingprogram | Research costs of Academy Research Fellow, AoF | en |
jyx.fundinginformation | The authors acknowledge the Academy of Finland for the funding (JOM: 285855, 315829, 320015, RP: 298817, EK: 284562, 278743 and 312514) as well as Prof. H. M. Tuononen, University of Jyväskylä, CSC-IT Center for Science in Finland, and the Finnish Grid and Cloud Infrastructure (persistent identifierurn:nbn:fi:research-infras-2016072533) for providing computational resources. NKB gratefully acknowledge the financial support from Oakland University, MI, USA. | |
dc.type.okm | A1 | |