Controlling reactivity by remote protonation of a basic side group in a bifunctional photoacid

文献情報

出版日 2015-12-18

DOI 10.1039/C5CP07672B

インパクトファクター 3.676

著者

Julia Ditkovich, Dina Pines, Ehud Pines

原文を見る

要旨

6-Hydroxy-2-naphthoic acid and its sulfonate derivatives belong to a family of bifunctional photoacids where the –OH group acts as a proton donor and the –COO− group acts as a proton acceptor. Upon electronic excitation, the –OH group becomes more acidic and the –COO− group turns more basic. Change in the ionization state of one functional group causes a change (switch) in the reactivity of the other functional group. Using picosecond time-resolved and steady state spectroscopy, we find clear evidence for an ultrafast reactivity switch caused by a diffusional proton transfer through the water solvent between the two functional groups with no evidence of a concerted proton transfer.

掲載誌

Physical Chemistry Chemical Physics

CiteScore: 5.5

自己引用率: 10.3%

年間論文数: 3036

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