Concave reagents—17. Steric effects on the acidity of concave sulfinic acids and concave benzoic acids

Add time:07/23/2019    Source:sciencedirect.com

Bimacrocyclic and acyclic m-terphenylsulfinic acids 5, 7 and 9 have been synthesized. Acidities have been measured in 2-methoxyethanol/water (80:20 w/w) and have been compared to the acidities of analogous benzoic acids. Tetra-ortho-substitution of the outer aryl rings of a m-terphenyl-2′-acid leads to a decrease in acidity which is probably caused by hindered solvation of the corresponding anions.

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