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Abstract
Examples of a new class of synthetically straightforward accessible and hydrolytically-inert pho-toswitchable hydrazones, named photovermellogens, have been successfully developed and comprehensively studied using state-of-the-art spectroscopic and computational techniques. These compounds function as metastable-state photobases, with irradiation promoting E→Z photoisomerizations which result in the generation of a less acidic species. The observed ΔpKa values > 1.5 within the biologically relevant window, underscore the potential of photovermellogens as versatile platforms for light-triggered pH con-trol.
Supplementary materials
Title
Supplementary Material S1
Description
Experimental details, synthetic procedures, and characterization data for new compounds, hydrolytic stabilities, titration data for the determination of pKa values, isomerization photochemical data, crystallographic data for E-PaH·PF6, E-PbH·I, and E-PcH·PF6 (CCDC: 2486929, 2487028, and 2486961, respectively), and additional figures (S1.pdf)
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Title
Supplementary Material S2
Description
Computation of free energies, absorption spectra, thermal and complementary data for thermal and photoisomerization (S2.pdf)
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Title
Supplementary Material S3
Description
Coordinates for all computed structures, outputs of quantum chemical calculations (S3.zip)
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