On the conformational shaping of a visible light-driven molecular motor based on barbituric acid in solvents of increasing polarity

A light-driven molecular motor based on barbituric acid is investigated in solvents of increasing polarity by microseconds time scale molecular dynamics and a hybrid quantum mechanical/molecular mechanics approach. Such a synthetic motor is found - in water and methanol - in two different solvent-mediated hydrogen bonding rotamers; on the other hand, in an aprotic solvent like dichloromethane, it systematically features a short-range intramolecular hydrogen bonding contact at room temperature. The observed trend supports the existence of a “lasso” effect modulating photoactive switching in solution. At last, the predicted UV/Vis spectra are found in agreement with experimental measurements.

Handle

http://hdl.handle.net/2067/53026

File(s)

Name

1-s2.0-S0009261424001428-main.pdf

Description

Manoscritto su rivista

Size

4.54 MB

Format

Adobe PDF

Checksum (MD5)

4c488db78d7fac2cdad1240aaa3f64cf