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Article: Conformational behaviour of medium-sized rings. Part 15.1 1,9,17- triaza[2.2.2]metacyclophane-2,10,18-trione derivatives

TitleConformational behaviour of medium-sized rings. Part 15.<sup>1</sup> 1,9,17- triaza[2.2.2]metacyclophane-2,10,18-trione derivatives
Authors
Issue Date1982
Citation
Journal of the Chemical Society, Perkin Transactions 1, 1982, p. 1727-1732 How to Cite?
AbstractThe stepwise synthesis of 1,9-dimethyl-1,9,17-triaza[2.2.2]metacyclophane-2,10,18-trione (1) from methyl m- aminobenzoate and m-nitrobenzoyl chloride is reported. The temperature dependences (i) of the1H-decoupledl3C n.m.r. spectrum of the 1,9,17-trimethyl derivative (2) and (ii) of the1H n.m.r. spectrum of the 1,9-dimethyl-17- benzyl derivative (3) are interpreted in terms of equilibration between diastereoisomeric crown and saddle conformations in solution. The 1,9-dimethyl derivative (1) is believed to exist predominantly in the saddle conformation in solution. © Royal Society of Chemistry.
Persistent Identifierhttp://hdl.handle.net/10722/332327
ISSN
ISI Accession Number ID

 

DC FieldValueLanguage
dc.contributor.authorElhadi, Farouk Eltayeb-
dc.contributor.authorOllis, W. David-
dc.contributor.authorStoddart, J. Fraser-
dc.date.accessioned2023-10-06T05:10:36Z-
dc.date.available2023-10-06T05:10:36Z-
dc.date.issued1982-
dc.identifier.citationJournal of the Chemical Society, Perkin Transactions 1, 1982, p. 1727-1732-
dc.identifier.issn1470-4358-
dc.identifier.urihttp://hdl.handle.net/10722/332327-
dc.description.abstractThe stepwise synthesis of 1,9-dimethyl-1,9,17-triaza[2.2.2]metacyclophane-2,10,18-trione (1) from methyl m- aminobenzoate and m-nitrobenzoyl chloride is reported. The temperature dependences (i) of the1H-decoupledl3C n.m.r. spectrum of the 1,9,17-trimethyl derivative (2) and (ii) of the1H n.m.r. spectrum of the 1,9-dimethyl-17- benzyl derivative (3) are interpreted in terms of equilibration between diastereoisomeric crown and saddle conformations in solution. The 1,9-dimethyl derivative (1) is believed to exist predominantly in the saddle conformation in solution. © Royal Society of Chemistry.-
dc.languageeng-
dc.relation.ispartofJournal of the Chemical Society, Perkin Transactions 1-
dc.titleConformational behaviour of medium-sized rings. Part 15.<sup>1</sup> 1,9,17- triaza[2.2.2]metacyclophane-2,10,18-trione derivatives-
dc.typeArticle-
dc.description.naturelink_to_subscribed_fulltext-
dc.identifier.doi10.1039/P19820001727-
dc.identifier.scopuseid_2-s2.0-0006372101-
dc.identifier.spage1727-
dc.identifier.epage1732-
dc.identifier.isiWOS:A1982PC03300007-

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