期刊
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
卷 2018, 期 17, 页码 1964-1974出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201800283
关键词
Supramolecular chemistry; Macrocycles; Hydrophobic effect; Inclusion compounds; Host-guest systems
资金
- National Science Foundation (NSF) [1453483]
- Division Of Chemistry
- Direct For Mathematical & Physical Scien [1453483] Funding Source: National Science Foundation
Reported herein is the synthesis and application of three novel beta-cyclodextrin dimer hosts for the complexation of near infrared (NIR) squaraine dyes in aqueous solution. A series of eight different N-substituted N-methyl anilino squaraine dyes with variable terminal groups are investigated, with an optimal n-hexyl-substituted squaraine guest demonstrating binding constants orders of magnitude higher than the other squaraine-host combinations and comparable to literature-reported systems. Moreover, hydrophobic complexation of the squaraine dyes with the beta-cyclodextrin dimer hosts causes drastic changes in the squaraine's photophysical properties, propensity for aggregation and susceptibility to hydrolytic decay.
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