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- Publisher Website: 10.1002/(SICI)1099-0690(199811)1998:11<2565::AID-EJOC2565>3.0.CO;2-8
- Scopus: eid_2-s2.0-2842607229
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Article: High yielding template-directed syntheses of [2]rotaxanes
Title | High yielding template-directed syntheses of [2]rotaxanes |
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Authors | |
Keywords | Molecular recognition Rotaxanes Self-assembly Template-directed synthesis |
Issue Date | 1998 |
Citation | European Journal of Organic Chemistry, 1998, n. 11, p. 2565-2571 How to Cite? |
Abstract | Three dumbbell-shaped compounds incorporating terminal triisopropylsilyl stoppers, connected to a central 1,5-dioxynaphthalene recognition site by [-CH2CH2O-]n spacers (n = 1-3), have been synthesized. These compounds have been employed as templates for the synthesis of [2]rotaxanes incorporating cyclobis(paraquat-p-phenylene) as the ring component. It was found that the length of the polyether chains of the templates influences the efficiencies of the template-directed syntheses. Rotaxane formation occurs only if n > 1 and, when n = 3 the corresponding [2]rotaxane can be isolated in a yield as high as 72 %. This remarkable yield is the highest ever obtained for the template-directed syntheses of [2]rotaxanes incorporating donor/acceptor Interactions. |
Persistent Identifier | http://hdl.handle.net/10722/332643 |
ISSN | 2023 Impact Factor: 2.5 2023 SCImago Journal Rankings: 0.584 |
DC Field | Value | Language |
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dc.contributor.author | Bravo, José A. | - |
dc.contributor.author | Raymo, Françisco M. | - |
dc.contributor.author | Stoddart, J. Fraser | - |
dc.contributor.author | White, Andrew J.P. | - |
dc.contributor.author | Williams, David J. | - |
dc.date.accessioned | 2023-10-06T05:13:09Z | - |
dc.date.available | 2023-10-06T05:13:09Z | - |
dc.date.issued | 1998 | - |
dc.identifier.citation | European Journal of Organic Chemistry, 1998, n. 11, p. 2565-2571 | - |
dc.identifier.issn | 1434-193X | - |
dc.identifier.uri | http://hdl.handle.net/10722/332643 | - |
dc.description.abstract | Three dumbbell-shaped compounds incorporating terminal triisopropylsilyl stoppers, connected to a central 1,5-dioxynaphthalene recognition site by [-CH2CH2O-]n spacers (n = 1-3), have been synthesized. These compounds have been employed as templates for the synthesis of [2]rotaxanes incorporating cyclobis(paraquat-p-phenylene) as the ring component. It was found that the length of the polyether chains of the templates influences the efficiencies of the template-directed syntheses. Rotaxane formation occurs only if n > 1 and, when n = 3 the corresponding [2]rotaxane can be isolated in a yield as high as 72 %. This remarkable yield is the highest ever obtained for the template-directed syntheses of [2]rotaxanes incorporating donor/acceptor Interactions. | - |
dc.language | eng | - |
dc.relation.ispartof | European Journal of Organic Chemistry | - |
dc.subject | Molecular recognition | - |
dc.subject | Rotaxanes | - |
dc.subject | Self-assembly | - |
dc.subject | Template-directed synthesis | - |
dc.title | High yielding template-directed syntheses of [2]rotaxanes | - |
dc.type | Article | - |
dc.description.nature | link_to_subscribed_fulltext | - |
dc.identifier.doi | 10.1002/(SICI)1099-0690(199811)1998:11<2565::AID-EJOC2565>3.0.CO;2-8 | - |
dc.identifier.scopus | eid_2-s2.0-2842607229 | - |
dc.identifier.issue | 11 | - |
dc.identifier.spage | 2565 | - |
dc.identifier.epage | 2571 | - |