4.6 Article

Hydrophilic and hydrophobic carboxamide pincers as anion hosts

期刊

ORGANIC & BIOMOLECULAR CHEMISTRY
卷 19, 期 39, 页码 8516-8520

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ROYAL SOC CHEMISTRY
DOI: 10.1039/d1ob01605a

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  1. Chemical Sciences, Geosciences and Biosciences Division, Office of Basic Energy Sciences, U.S. Department of Energy [DE-SC0018629]
  2. NSF [CHE-0923449]
  3. U.S. Department of Energy (DOE) [DE-SC0018629] Funding Source: U.S. Department of Energy (DOE)

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In the study, hydrophobic and hydrophilic carboxamide pincer hosts with different pendant arms were synthesized, and their solubility trends in water or hydrocarbon solvents were found to vary based on the nature of the arms. Generally, the binding constants for hydrophilic pincers were higher than their hydrophobic analogs, while no significant synergistic binding effects were observed for the ditopic hosts.
Hydrophobic and hydrophilic, monotopic and ditopic carboxamide pincer hosts containing ethyl, hexyl, 2-hydroxyethyl and 2-hydroxyethyl ethyl ether pendant arms were synthesized. Solubility trends indicated that solubilities in water or hydrocarbon solvents varied depending on the nature of the pendant arms. Binding constants for hydrophilic pincers were larger in general than their hydrophobic analogs. Significant synergistic binding effects for the ditopic hosts were not observed.

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