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Article: An efficient procedure for the synthesis and isolation of (+)-(2R,3R,11R,12R)- and (-)-(2S,3S,11S,12S)-tetraphenyl-18-crown-6

TitleAn efficient procedure for the synthesis and isolation of (+)-(2R,3R,11R,12R)- and (-)-(2S,3S,11S,12S)-tetraphenyl-18-crown-6
Authors
Issue Date1989
Citation
Tetrahedron Letters, 1989, v. 30, n. 29, p. 3849-3852 How to Cite?
AbstractThe enantiomers of the chiral 2,3-diphenyl- and 2,3,11,12-tetraphenyl-1,4,7,10,13,16-hexaoxacyclooctadecanes have been prepared in single step reactions from the readily-available chiral precursors, (RR)- and (SS)-hydrobenzoins, followed by bulk isolations of the pure 18-crown-6 derivatives via their 1:1 crystalline complexes with potassium nitrate (for the diphenyl derivative) or calcium nitrate (for the tetraphenyl derivative), obtained directly from the worked-up crude reaction mixtures: X-ray crystal structures characterise the uncomplexed (RRRR)-tetraphenyl-18-crown-6 and the 1:1 complex formed between its (SSSS)-enantiomer and calcium nitrate. © 1989.
Persistent Identifierhttp://hdl.handle.net/10722/332259
ISSN
2023 Impact Factor: 1.5
2023 SCImago Journal Rankings: 0.323
ISI Accession Number ID

 

DC FieldValueLanguage
dc.contributor.authorCrosby, John-
dc.contributor.authorFakley, Martin E.-
dc.contributor.authorGemmell, Colin-
dc.contributor.authorMartin, Keith-
dc.contributor.authorQuick, Andrew-
dc.contributor.authorSlawin, Alexandra M.Z.-
dc.contributor.authorShahriari-Zavareh, Hooshang-
dc.contributor.authorFraser Stoddart, J.-
dc.contributor.authorWilliams, David J.-
dc.date.accessioned2023-10-06T05:10:05Z-
dc.date.available2023-10-06T05:10:05Z-
dc.date.issued1989-
dc.identifier.citationTetrahedron Letters, 1989, v. 30, n. 29, p. 3849-3852-
dc.identifier.issn0040-4039-
dc.identifier.urihttp://hdl.handle.net/10722/332259-
dc.description.abstractThe enantiomers of the chiral 2,3-diphenyl- and 2,3,11,12-tetraphenyl-1,4,7,10,13,16-hexaoxacyclooctadecanes have been prepared in single step reactions from the readily-available chiral precursors, (RR)- and (SS)-hydrobenzoins, followed by bulk isolations of the pure 18-crown-6 derivatives via their 1:1 crystalline complexes with potassium nitrate (for the diphenyl derivative) or calcium nitrate (for the tetraphenyl derivative), obtained directly from the worked-up crude reaction mixtures: X-ray crystal structures characterise the uncomplexed (RRRR)-tetraphenyl-18-crown-6 and the 1:1 complex formed between its (SSSS)-enantiomer and calcium nitrate. © 1989.-
dc.languageeng-
dc.relation.ispartofTetrahedron Letters-
dc.titleAn efficient procedure for the synthesis and isolation of (+)-(2R,3R,11R,12R)- and (-)-(2S,3S,11S,12S)-tetraphenyl-18-crown-6-
dc.typeArticle-
dc.description.naturelink_to_subscribed_fulltext-
dc.identifier.doi10.1016/S0040-4039(01)80675-4-
dc.identifier.scopuseid_2-s2.0-0000088790-
dc.identifier.volume30-
dc.identifier.issue29-
dc.identifier.spage3849-
dc.identifier.epage3852-
dc.identifier.isiWOS:A1989AJ90800031-

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