Herder, Martin published the artcileSwitching with orthogonal stimuli: electrochemical ring-closure and photochemical ring-opening of bis(thiazolyl)maleimides, Application of Morpholine-4-carbothioamide, the publication is Chemical Science (2013), 4(3), 1028-1040, database is CAplus.
The photochem. as well as electrochem. of novel donor-acceptor bis(morpholinothiazolyl)-maleimides has been investigated. Proper substitution of these diarylethene-type mol. switches leads to the unique situation in which their ring-closure can only be accomplished electrochem., while ring-opening can only be achieved photochem. Hence, these switches operate with orthogonal stimuli, i.e. redox potential and light, resp. The switch system could be optimized by introducing trifluoromethyl groups at the reactive carbon atoms in order to avoid byproduct formation during oxidative ring closure. Both photochem. and electrochem. pathways were investigated for methylated, trifluoromethylated, and nonsym. bis(morpholinothiazolyl)maleimides as well as the bis(morpholinothiazolyl)cyclopentene reference compound With the aid of the nonsym. “mixed” derivative, the mechanism of electrochem. driven ring closure could be elucidated and seems to proceed via a dicationic intermediate generated by two-fold oxidation All exptl. work has been complemented by d. functional theory that provides detailed insights into the thermodn. of the ring-open and closed forms, the nature of their excited states, and the reactivity of their neutral as well as ionized species in different electronic configurations. The particular diarylethene systems described herein could serve in multifunctional (logic) devices operated by different stimuli (inputs) and may pave the way to converting light into elec. energy via photoinduced “pumping” of redox-active meta-stable states.
Chemical Science published new progress about 14294-10-1. 14294-10-1 belongs to amides-buliding-blocks, auxiliary class Morpholine,Thiourea,Amine,Amide, name is Morpholine-4-carbothioamide, and the molecular formula is C5H10N2OS, Application of Morpholine-4-carbothioamide.
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