Carbonyl-twisted 6-acyl-2-dialkylaminonaphthalenes as solvent acidity sensors.


Derivatives of 2-propionyl-6-dimethylaminonaphthalene (PRODAN) with twisted carbonyl groups were investigated as highly responsive sensors of H-bond donating ability. The PRODAN derivative bearing a pivaloyl group (4) was prepared. The torsion angle between the carbonyl and naphthalene is 26° in the crystal. It shows solvatochromism that is similar to five… (More)
DOI: 10.1021/jo301263g


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