Synthesis and photochemical isomerization of a propeller-shaped molecular switch.

Switched on! A tetra-stable switch has been synthesized in two steps, utilizing photoresponsive isoindolinone moieties. Sequential E-Z isomerization induced by 365 nm light results in a propeller switching action that is reversible using 458 nm light, acid, and high temperature.

Synthesis of extended, π-conjugated isoindolin-1-ones.

The synthesis and characterization of extended, conjugated molecules containing isoindolinone units was explored. Nucleophilic cyclizations between an amide and an alkyne were found to be an efficient method of producing the desired isoindolin-1-ones in high yields. A variety of derivatives were synthesized, demonstrating that a number of structural alterations could be made while maintaining good regio- and stereospecificity in the cyclized product.