Inducing molecular isomerization assisted by water.

Light is not the only stimulus that can induce linear-to-cyclic isomerization of donor-acceptor Stenhouse adducts (DASAs). Here we demonstrate the water-induced linear-to-cyclic isomerization of DASAs. The mechanism of the water-induced linear-to-cyclic isomerization of DASAs is investigated by density functional theory (DFT) calculations. Water molecules coordinate with DASAs and stabilize the intermediates and cyclic isomers, which favors cyclization thermodynamically. Moreover, the linear-to-cyclic isomerization is reversible. Heating removes the coordinated H2O molecules, which further triggers cyclic-to-linear isomerization. DASAs have been applied in information hiding/displaying and color switching under water vapor and heating control. Donor-acceptor Stenhouse adducts are a relatively new class of photoswitches with promising applications in medical and materials sciences. Here the role of water in inducing isomerisation is explored experimentally and theoretically, showing that water can induce a thermal isomerisation pathway and stabilise the cyclic product. [ABSTRACT FROM AUTHOR]