Chiral Conjoined Cavitands

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dc.contributor.authorIrwin, Jacoben_AU
dc.contributor.authorSinclair, Daviden_AU
dc.contributor.authorEdwards, Alisonen_AU
dc.contributor.authorSherburn, Michaelen_AU
dc.date.accessioned2015-12-13T22:39:43Z
dc.date.issued2004
dc.date.updated2015-12-11T09:51:53Z
dc.description.abstractTetrabromocavitand bowls are converted into rim-connected hexabromodimers in one step in 17-22% yields by oxidative coupling of higher order arylcuprates.1H NMR and single crystal X-ray analyses of the rim-connected dimers reveal a conformationally restricted structure in which the rims of the two cavitand bowls describe planes angled at 78.8° to one another. Each of the two bowl cavities are occupied by a guest, in addition to being partially occluded by a portion of the complementary bowl rim. These new host compounds exhibit a very unusual form of enantioisomerism.
dc.identifier.issn0004-9425
dc.identifier.urihttp://hdl.handle.net/1885/77902
dc.publisherCSIRO Publishing
dc.sourceAustralian Journal of Chemistry
dc.subjectKeywords: Chemical bonds; Conformations; Dimers; Molecules; Nuclear magnetic resonance spectroscopy; Temperature; X ray analysis; Arylcuprates; Enantioisomerism; Oxidative coupling; Rim-connected-hexabromodimers; Tetrabromocavitand bowls; Organic compounds
dc.titleChiral Conjoined Cavitands
dc.typeJournal article
local.bibliographicCitation.issue4
local.bibliographicCitation.lastpage343
local.bibliographicCitation.startpage339
local.contributor.affiliationIrwin, Jacob, University of Sydney
local.contributor.affiliationSinclair, David, College of Physical and Mathematical Sciences, ANU
local.contributor.affiliationEdwards, Alison, College of Physical and Mathematical Sciences, ANU
local.contributor.affiliationSherburn, Michael, College of Physical and Mathematical Sciences, ANU
local.contributor.authoruidSinclair, David, u3863483
local.contributor.authoruidEdwards, Alison, u9900186
local.contributor.authoruidSherburn, Michael, u4053118
local.description.embargo2037-12-31
local.description.notesImported from ARIES
local.description.refereedYes
local.identifier.absfor030503 - Organic Chemical Synthesis
local.identifier.ariespublicationMigratedxPub6641
local.identifier.citationvolume57
local.identifier.doi10.1071/CH03299
local.identifier.scopusID2-s2.0-1942468734
local.type.statusPublished Version

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