Redox-Responsive Host-Guest Chemistry of a Flexible Cage with Naphthalene Walls
| dc.contributor.author | Jia, Fei | |
| dc.contributor.author | Schröder, Hendrik V. | |
| dc.contributor.author | Yang, Liu-Pan | |
| dc.contributor.author | von Essen, Carolina | |
| dc.contributor.author | Sobottka, Sebastian | |
| dc.contributor.author | Sarkar, Biprajit | |
| dc.contributor.author | Rissanen, Kari | |
| dc.contributor.author | Jiang, Wei | |
| dc.contributor.author | Schalley, Christoph A. | |
| dc.date.accessioned | 2020-02-19T13:40:45Z | |
| dc.date.available | 2020-02-19T13:40:45Z | |
| dc.date.issued | 2020 | |
| dc.identifier.citation | Jia, F., Schröder, H. V., Yang, L.-P., von Essen, C., Sobottka, S., Sarkar, B., Rissanen, K., Jiang, W., & Schalley, C. A. (2020). Redox-Responsive Host-Guest Chemistry of a Flexible Cage with Naphthalene Walls. <i>Journal of the American Chemical Society</i>, <i>142</i>(7), 3306-3310. <a href="https://doi.org/10.1021/jacs.9b11685" target="_blank">https://doi.org/10.1021/jacs.9b11685</a> | |
| dc.identifier.other | CONVID_34596810 | |
| dc.identifier.uri | https://jyx.jyu.fi/handle/123456789/67900 | |
| dc.description.abstract | “Naphthocage”, a naphthalene-based organic cage, reveals very strong binding (up to 1010 M–1) to aromatic (di)cationic guests, i.e., the tetrathiafulvalene mono- and dication and methyl viologen. Intercalation of the guests between two naphthalene walls is mediated by C–H···O, C–H···π, and cation···π interactions. The guests can be switched into and out of the cage by redox processes with high binding selectivity. Oxidation of the flexible cage itself in the absence of a guest leads to a stable radical cation with the oxidized naphthalene intercalated between and stabilized by the other two. Encapsulated guest cations are released from the cavity upon cage oxidation, paving the way to future applications in redox-controlled guest release or novel stimuli-responsive materials. | en |
| dc.format.mimetype | application/pdf | |
| dc.language | eng | |
| dc.language.iso | eng | |
| dc.publisher | American Chemical Society | |
| dc.relation.ispartofseries | Journal of the American Chemical Society | |
| dc.rights | In Copyright | |
| dc.subject.other | redox-reaktio | |
| dc.subject.other | hapetus-pelkistysreaktio | |
| dc.subject.other | redox reactions | |
| dc.subject.other | hydrocarbons | |
| dc.subject.other | aromatic compunds | |
| dc.subject.other | oxidation cations | |
| dc.title | Redox-Responsive Host-Guest Chemistry of a Flexible Cage with Naphthalene Walls | |
| dc.type | research article | |
| dc.identifier.urn | URN:NBN:fi:jyu-202002192128 | |
| dc.contributor.laitos | Kemian laitos | fi |
| dc.contributor.laitos | Department of Chemistry | en |
| dc.contributor.oppiaine | Orgaaninen kemia | fi |
| dc.contributor.oppiaine | Organic Chemistry | 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 | 3306-3310 | |
| dc.relation.issn | 0002-7863 | |
| dc.relation.numberinseries | 7 | |
| dc.relation.volume | 142 | |
| dc.type.version | acceptedVersion | |
| dc.rights.copyright | © 2020 American Chemical Society | |
| dc.rights.accesslevel | openAccess | fi |
| dc.type.publication | article | |
| dc.subject.yso | aromaattiset yhdisteet | |
| dc.subject.yso | kationit | |
| dc.subject.yso | hapetus | |
| dc.subject.yso | hiilivedyt | |
| dc.subject.yso | hapetus-pelkistysreaktio | |
| dc.subject.yso | pelkistys | |
| dc.format.content | fulltext | |
| jyx.subject.uri | http://www.yso.fi/onto/yso/p23502 | |
| jyx.subject.uri | http://www.yso.fi/onto/yso/p27230 | |
| jyx.subject.uri | http://www.yso.fi/onto/yso/p9135 | |
| jyx.subject.uri | http://www.yso.fi/onto/yso/p1169 | |
| jyx.subject.uri | http://www.yso.fi/onto/yso/p28877 | |
| jyx.subject.uri | http://www.yso.fi/onto/yso/p9117 | |
| dc.rights.url | http://rightsstatements.org/page/InC/1.0/?language=en | |
| dc.relation.dataset | https://pubs.acs.org/doi/suppl/10.1021/jacs.9b11685/suppl_file/ja9b11685_si_001.pdf | |
| dc.relation.doi | 10.1021/jacs.9b11685 | |
| jyx.fundinginformation | This research was supported by the National Natural Science Foundation of China (grant nos. 21572097, 21822104, and 21801125), the Shenzhen Special Funds (KQJSCX20170728162528382, JCYJ20180504165810828), and the Shenzhen Nobel Prize Scientists Laboratory Project (C17213101). F.J. thanks the China Scholarship Council (CSC) for a Ph.D. fellowship. We thank Henrik Hupatz for helpful discussions and help with UV/vis experiments, Dr. Carlo Fasting for help with the purity analysis of the naphthocage, and Dr. Andreas Schäfer for help with EXSY measurements. Funding from the Deutsche Forschungsgemeinschaft (CRC 765 and core facility BioSupraMol) is gratefully acknowledged. | |
| dc.type.okm | A1 |
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