2009
DOI: 10.1021/ja901930c
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Photoacid for Extremely Long-Lived and Reversible pH-Jumps

Abstract: The ability to change the acidity of an aqueous solution within the time of a short laser pulse and use the resulting low pH to drive acid-catalyzed reactions in the irradiated volume opens news perspectives for the spatial and temporal control of a variety of processes. Persistent and reversible acidification of an aqueous solution is achieved with a new molecule, 1-(2-nitroethyl)-2-naphthol, that combines the fast photoacid properties of an aromatic alcohol with the slow proton transfer rates of a nitroalkan… Show more

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Cited by 67 publications
(58 citation statements)
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“…This condition restricts the use of acid-base titration, which will increase continuously the salt concentration in the system. On the other hand, photochemical (23,24) or electrochemical (25) control of pH allows much faster oscillations of pH than acid-base titration and avoids large changes in ionic strength. Therefore, an experimental realization of our model system should be based on one of these pH-control methods.…”
Section: Discussionmentioning
confidence: 99%
“…This condition restricts the use of acid-base titration, which will increase continuously the salt concentration in the system. On the other hand, photochemical (23,24) or electrochemical (25) control of pH allows much faster oscillations of pH than acid-base titration and avoids large changes in ionic strength. Therefore, an experimental realization of our model system should be based on one of these pH-control methods.…”
Section: Discussionmentioning
confidence: 99%
“…Anwendungen dieser PPT‐Reaktionen beschäftigen sich z. B. mit der Induktion der Proteinfaltung, pH‐Sprüngen oder der Regulation von Enzymen …”
Section: Methodsunclassified
“…Using a STED-like irradiation procedure with a photoacid that produces a time-extended and reversible acidification of an aqueous solution will accomplish this feat. This new class of molecules [111] combines the fast photoacid properties of an aromatic alcohol with the slow proton transfer rates of a stabilized carbanion [112]. The concept of reversible photoacids capable of rapidly acidifying an aqueous solution and slowly returning to neutrality has its roots in the interacting-state model (ISM) [113][114][115] and in enzyme catalysis [116].…”
Section: Optical Lithography Beyond the Diffraction Limitmentioning
confidence: 99%