Molecular Crystals and Liquid Crystals, Vol.597, No.1, 65-72, 2014
Arylmaleimide Based Fluorescence On-Off Modulated by Ac2O/HCl
In this contribution, a dye (HBM) with naphthalene and bisindolylmaleimide incorporated together was synthesized and characterized by NMR and mass spectroscopic techniques. Weak emission of HBM was ignited by addition of Ac2O with the emission centered at 580nm. Moreover, the ignited emission can also be quenched by addition of HCl. A toggle-switchable "off-on" model can be established based on the reversible process. The underlying mechanism was proposed as esterification/hydrolysis reaction. Calculation of frontier molecular orbitals uncovers the reason for reversible ignition/quench fluorescence emission of HBM further.