Abstract
An amino-acid based Schiff base (S)-2 is prepared from the condensation of (S)-3,3′-diformyl BINOL (BINOL = 1,1′-bi-2-naphthol) with l-valine in the presence of tetrabutylammonium hydroxide in methanol. This compound is found to exhibit off-on-off fluorescence response toward Zn2+. The spectroscopic studies reveal that (S)-2 reacts with 1 equiv Zn2+ to form a dimeric [2+2] complex with greatly enhanced fluorescence. Excess amount of Zn2+ might cause dissociation of this dimeric complex to give significantly reduced fluorescence.
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