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Photochromic Hydrazone Switches with Extremely Long Thermal Half-Lives

Author:
Qian, Hai, Pramanik, Susnata, Aprahamian, Ivan
Source:
Journal of the American Chemical Society 2017 v.139 no.27 pp. 9140-9143
ISSN:
1520-5126
Subject:
dimethyl sulfoxide, half life, hydrazones, moieties, thermodynamics, toluene
Abstract:
A family of easily accessible light-activated hydrazone switches has been developed having thermal half-lives of up to 2700 years! Structure–property analysis shows that replacing the rotor pyridyl group of our typical hydrazone switch with a phenyl one leads to the long-lived negative photochromic compounds. The switching properties of the hydrazones in both toluene and DMSO were assessed offering insights into the kinetics and thermodynamics of the switching process.