期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 128, 期 37, 页码 12281-12288出版社
AMER CHEMICAL SOC
DOI: 10.1021/ja064012h
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资金
- Engineering and Physical Sciences Research Council [GR/S87720/01] Funding Source: researchfish
- NIGMS NIH HHS [R13 GM069492, R01 GM058907-12, R01 GM058907, GM 069492] Funding Source: Medline
The interaction of calixpyrrole with several chloride salts has been studied in the solid state by X-ray crystallography as well as in solution by isothermal titration calorimetry (ITC) and H-1 NMR spectroscopic titrations. The titration results in dimethylsulfoxide, acetonitrile, nitromethane, 1,2-dichloroethane, and dichloromethane, carried out using various chloride salts, specifically tetraethylammonium (TEA), tetrapropylammonium (TPA), tetrabutylammonium (TBA), tetraethylphosphonium (TEP), tetrabutylphosphonium (TBP), and tetraphenylphosphonium (TPhP), showed no dependence on method of measurement. The resulting affinity constants (K-a), on the other hand, were found to be highly dependent on the choice of solvent with K-a's ranging from 10(2)-10(5) M-1 being recorded in the test solvents used for this study. In dichloromethane, a strong dependence on the countercation was also seen, with the Ka's for the interaction with chloride ranging from 10(2)-10(4) M-1. In the case of TPA, TBA, and TBP, the ITC data could not be fit to a 1:1 binding profile.
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