Controlling pH‐Sensitive Chemical Reactions Pathways with Light ‐ a Tale of Two Photobases: an Arrhenius and a Brønsted

Author:

Yucknovsky Anna1,Amdursky NadavORCID

Affiliation:

1. Schulich Faculty of Chemistry Technion – Israel Institute of Technology Haifa 3200003 Israel

Abstract

AbstractLight‐gated chemical reactions allow spatial and temporal control of chemical processes. Here, we suggest a new system for controlling pH‐sensitive processes with light using two photobases of Arrhenius and Brønsted types. Only after light excitation do Arrhenius photobases undergo hydroxide ion dissociation, while Brønsted photobases capture a proton. However, none can be used alone to reversibly control pH due to the limitations arising from excessively fast or overly slow photoreaction timescales. We show here that combining the two types of photobases allows light‐triggered and reversible pH control. We show an application of this method in directing the pH‐dependent reaction pathways of the organic dye Alizarin Red S simply by switching between different wavelengths of light, i. e., irradiating each photobase separately. The concept of a light‐controlled system shown here of a sophisticated interplay between two photobases can be integrated into various smart functional and dynamic systems.

Funder

Ministry of Science, Technology and Space

Publisher

Wiley

Subject

General Chemistry,Catalysis,Organic Chemistry

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