Academic Journal

Fluorinated Tetraphosphonate Cavitands.

Bibliographic Details
Title: Fluorinated Tetraphosphonate Cavitands.
Authors: Pedrini, Alessandro, Bertani, Federico, Dalcanale, Enrico
Source: Molecules; Oct2018, Vol. 23 Issue 10, p2670, 1p, 3 Diagrams, 2 Graphs
Abstract: Two synthetic protocols for the introduction of fluorine atoms into resorcinarene-based cavitands, at the lower and upper rim, respectively, are reported. Cavitand 1, bearing four fluorocarbon tails, and cavitand 2, which presents a fluorine atom on the para position of a diester phosphonate phenyl substituent, were synthesized and their complexation abilities toward the model guest sarcosine methyl ester hydrochloride were evaluated via NMR titration experiments. The effect of complexation on the 19F NMR resonance of the probe is evident only in the case of cavitand 2, where the inset of the cation-dipole and H-bonding interactions between the P=O bridges and the guest is reflected in a sizable downfield shift of the fluorine probe. [ABSTRACT FROM AUTHOR]
Subject Terms: FLUORINE, RESORCINARENES, CAVITANDS, PHOSPHONATES, METHYL formate, HYDROGEN bonding
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ISSN: 14203049
DOI: 10.3390/molecules23102670
Database: Complementary Index