Synthesis and Derivatization of Diaminobenzene Fluorophores with Amine Protecting Groups

Introducing two electron-donating groups and two electron-withdrawing groups together in symmetrical positions on the benzene ring is a fundamental way to synthesize and prepare single benzene-based fluorophores (SBBFs). Their photophysical properties have been adjusted through the electronic and structural factors of functional groups. Herein, the functionalizations of diaminobenzene derivatives have been conducted with various amine protecting groups, including amides, urea, carbamates, and sulfonamides. Both absorption and emission properties have been carefully investigated in the obtained SBBF molecules. Indeed, the sequential and unsymmetrical diamine protections were also explored with diaminobenzene derivatives for fine-tuning of molecular properties.