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Isomeric [2]rotaxanes and unidirectional [2]pseudorotaxane composed of α-cyclodextrin and aliphatic chain-linked carbazole-viologen compounds

Title
Isomeric [2]rotaxanes and unidirectional [2]pseudorotaxane composed of α-cyclodextrin and aliphatic chain-linked carbazole-viologen compounds
Authors
Joon W.P.Hyun J.S.
Ewha Authors
박준우
SCOPUS Author ID
박준우scopusscopus
Issue Date
2004
Journal Title
Organic Letters
ISSN
1523-7060JCR Link
Citation
Organic Letters vol. 6, no. 26, pp. 4869 - 4872
Indexed
SCI; SCIE; SCOPUS WOS scopus
Document Type
Article
Abstract
(Chemical Equation Presented) Capping the α-cyclodextrin (α-CD) complex of 1-(N-carbazole)-10-[4-(4-pyridinio)-1-pyridinio]decane with 3,5-dimethoxybenzyl bromide in DMF gives two isomeric [2]rotaxanes, 2a and 2b, while α-CD and 1-(N-carbazole)-10-[4-(1-methyl-4-pyridnino)-1-pyridinio] decane 3 in water form mostly a unidirectional [2]pseudorotaxane having the same α-CD orientation as 2b. Structures were elucidated from 1H NMR and circular dichroism spectra. The orientational specificity of α-CD in the 3/α-CD [2]pseudorotaxane is due to the slow dethreading rate of the 2b-type isomer.
DOI
10.1021/ol048079q
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자연과학대학 > 화학·나노과학전공 > Journal papers
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