The effect of the formyl group position upon asymmetric isomeric diarylethenes bearing a naphthalene moiety

Three new isomeric asymmetric diarylethenes with a naphthyl moiety and a formyl group at the para, meta or ortho position of the terminal benzene ring were synthesized. Their photochromism, fluorescent-switch, and electrochemical properties were investigated. Among these diarylethenes, the one with a formyl group at the ortho position of benzene displayed the largest molar absorption coefficients and fluorescence quantum yield. The cyclization quantum yields of these compounds increased in the order of para < ortho < meta, whereas their cycloreversion quantum yields decreased in the order of meta > para > ortho. Additionally, all of these diarylethenes functioned as effective fluorescent switches in both solution and PMMA films. Cyclic voltammograms proved that the formyl group and its position could effectively modulate the electrochemical behaviors of these diarylethene derivatives

Photochromism of Asymmetrical Diarylethenes with a Pyrrole Unit: Effects of Aromatic Stabilization Energies of Aryl Rings

Four novel asymmetrical diarylethenes with a pyrrole and a variable aryl unit have been synthesized. Their crystal structures and photochromic performance were systematically studied to elucidate the effects of the aromatic stabilization energy (ASE) of aryl units. Experimental results showed that their thermal stability as well as cyclization quantum yield, photoconversion ratio, fluorescence modulation efficiency, and fatigue resistance exhibited a strong correlation with ASE

Photochromism of Asymmetrical Diarylethenes with a Pyrrole Unit: Effects of Aromatic Stabilization Energies of Aryl Rings

Four novel asymmetrical diarylethenes with a pyrrole and a variable aryl unit have been synthesized. Their crystal structures and photochromic performance were systematically studied to elucidate the effects of the aromatic stabilization energy (ASE) of aryl units. Experimental results showed that their thermal stability as well as cyclization quantum yield, photoconversion ratio, fluorescence modulation efficiency, and fatigue resistance exhibited a strong correlation with ASE

Effects of the Peripheral Heteroaryl Substituents on the Photochromism of New Pyridine-Containing Diarylethenes

Three new unsymmetrical pyridine-containing diarylethenes with a variable peripheral heteroaryl unit were synthesized and their structures were determined by single-crystal X-ray diffraction analysis. The substituent effects of variable heteroaryl groups on the photochromic and fluorescence properties were systematically discussed. Thienyl and thiazyl could effectively enhance the cyclization quantum yields and photoconversion ratios in the photostationary state, as compared to the phenyl group. However, they had no obvious effect on the fluorescence behaviors. Moreover, X-ray structural analysis revealed that the N···S heteroatom-contact interactions resulted in a higher cyclization quantum yield, which may be ascribed to the effective stabilizing ability on the photoreactive formations in diarylethenes with a thienyl/thiazyl unit

Photochromism of Asymmetrical Diarylethenes with a Pyrrole Unit: Effects of Aromatic Stabilization Energies of Aryl Rings

Four novel asymmetrical diarylethenes with a pyrrole and a variable aryl unit have been synthesized. Their crystal structures and photochromic performance were systematically studied to elucidate the effects of the aromatic stabilization energy (ASE) of aryl units. Experimental results showed that their thermal stability as well as cyclization quantum yield, photoconversion ratio, fluorescence modulation efficiency, and fatigue resistance exhibited a strong correlation with ASE