Rotaxane formation by cucurbit[7]uril in water and DMSO solutions

Sanem Senler, Beijun Cheng, Angel Kaifer

Research output: Contribution to journalArticle

18 Citations (Scopus)

Abstract

The cucurbit[7]uril (CB7) host forms rotaxane-type complexes with dumbbell-shaped, cationic guests bis(3,5-dimethoxybenzyl)-4,4′-bipyridinium (12+) and bis(3,5-diethoxybenzyl)-4,4′-bipyridinium (22+). The kinetics of complex formation is slower with the latter guest because of its bulkier end groups. Rotaxane formation was found to be thermodynamically more favorable and kinetically faster in D2O than in DMSO-d6 solution, which highlights the importance of hydrophobic interactions in the assembly of cucurbituril complexes.

Original languageEnglish
Pages (from-to)5834-5837
Number of pages4
JournalOrganic Letters
Volume16
Issue number22
DOIs
StatePublished - Nov 21 2014

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Rotaxanes
Dimethyl Sulfoxide
Water
Hydrophobic and Hydrophilic Interactions
water
assembly
Kinetics
kinetics
interactions
cucurbit(7)uril

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Rotaxane formation by cucurbit[7]uril in water and DMSO solutions. / Senler, Sanem; Cheng, Beijun; Kaifer, Angel.

In: Organic Letters, Vol. 16, No. 22, 21.11.2014, p. 5834-5837.

Research output: Contribution to journalArticle

Senler, Sanem ; Cheng, Beijun ; Kaifer, Angel. / Rotaxane formation by cucurbit[7]uril in water and DMSO solutions. In: Organic Letters. 2014 ; Vol. 16, No. 22. pp. 5834-5837.
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