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https://hdl.handle.net/2440/17923
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dc.contributor.author | Lock, J. | - |
dc.contributor.author | May, B. | - |
dc.contributor.author | Clements, P. | - |
dc.contributor.author | Lincoln, S. | - |
dc.contributor.author | Easton, C. | - |
dc.date.issued | 2004 | - |
dc.identifier.citation | Organic and Biomolecular Chemistry, 2004; 2(9):1381-1386 | - |
dc.identifier.issn | 1477-0520 | - |
dc.identifier.issn | 1477-0539 | - |
dc.identifier.uri | http://hdl.handle.net/2440/17923 | - |
dc.description.abstract | The preparation of 6(A)-deoxy-6(A)-(6-(2-(1,4,7,10-tetraoxa-13-azacyclopentadecan-13-yl)acetamido)hexylamino)-alpha-cyclodextrin, 3, 6(A)-deoxy-6(A)-(6-(2-(1,4,7,10,13-pentaoxa-16-azacyclooctadecan-16-yl)acetamido)hexylamino)-alpha-cyclodextrin, 4, and their beta-cyclodextrin analogues, 5 and 6, are described. (1)H (600 MHz) ROESY NMR spectra of the C(6) substituted beta-cyclodextrins, 5 and 6, are consistent with the intramolecular complexation of their azacyclopentadecanyl- and azacyclooctadecanyl(acetamido)hexylamino substituents in the beta-cyclodextrin annulus in D(2)O at pD = 8.5 whereas those of their alpha-cyclodextrin analogues, 3 and 4 are not complexed in the alpha-cyclodextrin annulus. This is attributed to the monoazacoronand components of the substituents being able to pass through the beta-cyclodextrin annulus whereas they are too large to pass through the alpha-cyclodextrin annulus. However, the substituents of 3 and 4 are intermolecularly complexed by beta-cyclodextrin to form pseudo [2]-rotaxanes. Metallocyclodextrins are formed by 5 through complexation by the monoazacoronand substituent component for which log (K/dm(3) mol(-1))= <2, 6.34 and 5.38 for Ca(2+), Zn(2+) and La(3+), respectively, in aqueous solution at 298.2 K and I= 0.10 mol dm(-3)(NEt(4)ClO(4)). | - |
dc.description.statementofresponsibility | Julia S. Lock, Bruce L. May, Philip Clements, Stephen F. Lincoln and Christopher J. Easton | - |
dc.language.iso | en | - |
dc.publisher | Royal Soc Chemistry | - |
dc.source.uri | http://dx.doi.org/10.1039/b316450k | - |
dc.subject | Azo Compounds | - |
dc.subject | Cyclodextrins | - |
dc.subject | Molecular Structure | - |
dc.subject | Carbohydrate Sequence | - |
dc.subject | Molecular Sequence Data | - |
dc.title | Intra- and intermolecular complexation in C(6) monoazacoronand substituted cyclodextrins | - |
dc.type | Journal article | - |
dc.identifier.doi | 10.1039/b316450k | - |
pubs.publication-status | Published | - |
Appears in Collections: | Aurora harvest 6 Chemistry publications Environment Institute publications |
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