Abstract

Benzylidene malononitrile derivatives 2– 4 with H-bonding donors were synthesized and studied to colorimetrically detect anions. Compound 3 allows selective colorimetric detection of F − and H 2PO 4 − in organic solvents via intermolecular hydrogen binding, and can distinguish H 2PO 4 − from F − by adding a protic polar solvent such as water. In contrast to compound 3, compound 4 exhibits its selectivity to AcO − superior to H 2PO 4 −. This disparity is likely to be related to the different number and position of OH groups in a benzene ring, which lead to different electronic and steric effects.

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