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Published on: July 27, 2018
Bifunctional photoacids: remote protonation affecting chemical reactivity
Julia Ditkovich1, Tzach Mukra, Dina Pines
1Department of Chemistry, Ben-Gurion University of the Negev , P.O.B. 653, Beer-Sheva 84105, Israel.
Abstract:
Reversible protonation (deprotonation) of a side-group is a useful and convenient way to affect the reactivity of large organic and biological molecules. We use bifunctional photoacids to demonstrate how the protonation state of a basic side-group (COO(-)) controls the reactivity of the main acidic group of the photoacid (OH), both in the ground and the electronic excited state of 6-carboxy derivatives of 2-naphthol.
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