Hydrophilic and hydrophobic carboxamide pincers as anion hosts

Jessica Lohrman; Subhamay Pramanik; Sandeep Kaur; Hanumaiah Telikepalli; Victor W. Day; Kristin Bowman-James

doi:10.1039/d1ob01605a

Hydrophilic and hydrophobic carboxamide pincers as anion hosts

Jessica Lohrman, Subhamay Pramanik, Sandeep Kaur, Hanumaiah Telikepalli, Victor W. Day, Kristin Bowman-James

Research output: Contribution to journal › Article › peer-review

3 Scopus citations

Abstract

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.

Original language	English
Pages (from-to)	8516-8520
Number of pages	5
Journal	Organic and Biomolecular Chemistry
Volume	19
Issue number	39
DOIs	https://doi.org/10.1039/d1ob01605a
State	Published - Oct 21 2021
Externally published	Yes

Funding

K.B-J. thanks the Chemical Sciences, Geosciences and Biosciences Division, Office of Basic Energy Sciences, U.S. Department of Energy (Grant DE-SC0018629), for support of this work and the NSF (Grant CHE-0923449) for the purchase of the X-ray diffractometer.

Funders	Funder number
National Science Foundation	CHE-0923449
National Science Foundation
U.S. Department of Energy	DE-SC0018629
U.S. Department of Energy
Basic Energy Sciences
Chemical Sciences, Geosciences, and Biosciences Division

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AU - Lohrman, Jessica

AU - Pramanik, Subhamay

AU - Kaur, Sandeep

AU - Telikepalli, Hanumaiah

AU - Day, Victor W.

AU - Bowman-James, Kristin

PY - 2021/10/21

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N2 - 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.

AB - 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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ER -

Hydrophilic and hydrophobic carboxamide pincers as anion hosts

Abstract

Funding

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