Near-infrared light activated azo-BF2 switches

Area of Science:

• Organic Chemistry
• Photochemistry
• Materials Science

Background:

• Azo compounds are versatile molecules with applications in various fields.
• Controlling the photoisomerization of azo compounds is key to developing advanced materials.
• BF2-coordination offers a unique approach to tune the properties of azo compounds.

Purpose of the Study:

• To investigate the effect of para-substitution on the electronic properties and photoresponsive behavior of BF2-coordinated azo compounds.
• To explore the potential of these modified compounds for near-infrared light-triggered applications.
• To assess the stability of the photoisomers in aqueous solutions.

Main Methods:

• Synthesis of BF2-coordinated azo compounds with varying para-substituents.
• Spectroscopic analysis to determine absorption wavelengths and photoisomerization efficiency.
• Hydrolysis studies in aqueous solutions to evaluate isomer stability.

Main Results:

• Para-substitution with electron-donating groups, such as dimethyl amine, induced a bathochromic shift in the activation wavelength.
• The trans/cis isomerization process was efficiently modulated by near-infrared light.
• The electron-donating capability of the substituent significantly influenced the hydrolysis half-life, with the cis isomer exhibiting enhanced stability.

Conclusions:

• BF2-coordinated azo compounds with appropriate para-substituents can be effectively controlled using near-infrared light.
• The tunable electronic properties offer a pathway to design stable photo-switches for aqueous applications.
• BF2-coordination prevents glutathione-mediated reduction, further enhancing their utility.