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- Publisher Website: 10.1021/ol990966j
- Scopus: eid_2-s2.0-0007018836
- WOS: WOS:000085172200011
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Article: Rotaxane formation under thermodynamic control
Title | Rotaxane formation under thermodynamic control |
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Authors | |
Issue Date | 1999 |
Citation | Organic Letters, 1999, v. 1, n. 9, p. 1363-1366 How to Cite? |
Abstract | Thermodynamic control operates in the synthesis of a [2]rotaxane based upon the dibenzylammonium ion/crown ether recognition motif. When dibenzo[24]crown-8 is added to an acetonitrile solution containing a diimine dumbbell-like component, the dynamic nature of the system (i.e., imine hydrolysis/reformation) offers the ring component access to the NH2+ center, allowing the self-assembly of the corresponding "dynamic" [2]rotaxane to occur. The "fixing" of this [2]rotaxane can be achieved upon reduction of the imine bonds, affording a kinetically inert [2]rotaxane. |
Persistent Identifier | http://hdl.handle.net/10722/332328 |
ISSN | 2023 Impact Factor: 4.9 2023 SCImago Journal Rankings: 1.245 |
ISI Accession Number ID |
DC Field | Value | Language |
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dc.contributor.author | Cantrill, Stuart J. | - |
dc.contributor.author | Rowan, Stuart J. | - |
dc.contributor.author | Stoddart, J. Fraser | - |
dc.date.accessioned | 2023-10-06T05:10:37Z | - |
dc.date.available | 2023-10-06T05:10:37Z | - |
dc.date.issued | 1999 | - |
dc.identifier.citation | Organic Letters, 1999, v. 1, n. 9, p. 1363-1366 | - |
dc.identifier.issn | 1523-7060 | - |
dc.identifier.uri | http://hdl.handle.net/10722/332328 | - |
dc.description.abstract | Thermodynamic control operates in the synthesis of a [2]rotaxane based upon the dibenzylammonium ion/crown ether recognition motif. When dibenzo[24]crown-8 is added to an acetonitrile solution containing a diimine dumbbell-like component, the dynamic nature of the system (i.e., imine hydrolysis/reformation) offers the ring component access to the NH2+ center, allowing the self-assembly of the corresponding "dynamic" [2]rotaxane to occur. The "fixing" of this [2]rotaxane can be achieved upon reduction of the imine bonds, affording a kinetically inert [2]rotaxane. | - |
dc.language | eng | - |
dc.relation.ispartof | Organic Letters | - |
dc.title | Rotaxane formation under thermodynamic control | - |
dc.type | Article | - |
dc.description.nature | link_to_subscribed_fulltext | - |
dc.identifier.doi | 10.1021/ol990966j | - |
dc.identifier.scopus | eid_2-s2.0-0007018836 | - |
dc.identifier.volume | 1 | - |
dc.identifier.issue | 9 | - |
dc.identifier.spage | 1363 | - |
dc.identifier.epage | 1366 | - |
dc.identifier.isi | WOS:000085172200011 | - |