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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
Title | Conformational behaviour of medium-sized rings. Part 15.<sup>1</sup> 1,9,17- triaza[2.2.2]metacyclophane-2,10,18-trione derivatives |
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Authors | |
Issue Date | 1982 |
Citation | Journal of the Chemical Society, Perkin Transactions 1, 1982, p. 1727-1732 How to Cite? |
Abstract | The 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 Identifier | http://hdl.handle.net/10722/332327 |
ISSN | |
ISI Accession Number ID |
DC Field | Value | Language |
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dc.contributor.author | Elhadi, Farouk Eltayeb | - |
dc.contributor.author | Ollis, W. David | - |
dc.contributor.author | Stoddart, J. Fraser | - |
dc.date.accessioned | 2023-10-06T05:10:36Z | - |
dc.date.available | 2023-10-06T05:10:36Z | - |
dc.date.issued | 1982 | - |
dc.identifier.citation | Journal of the Chemical Society, Perkin Transactions 1, 1982, p. 1727-1732 | - |
dc.identifier.issn | 1470-4358 | - |
dc.identifier.uri | http://hdl.handle.net/10722/332327 | - |
dc.description.abstract | The 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.language | eng | - |
dc.relation.ispartof | Journal of the Chemical Society, Perkin Transactions 1 | - |
dc.title | Conformational behaviour of medium-sized rings. Part 15.<sup>1</sup> 1,9,17- triaza[2.2.2]metacyclophane-2,10,18-trione derivatives | - |
dc.type | Article | - |
dc.description.nature | link_to_subscribed_fulltext | - |
dc.identifier.doi | 10.1039/P19820001727 | - |
dc.identifier.scopus | eid_2-s2.0-0006372101 | - |
dc.identifier.spage | 1727 | - |
dc.identifier.epage | 1732 | - |
dc.identifier.isi | WOS:A1982PC03300007 | - |