Passerini Multicomponent Reactions Enabling Self-Reporting Photosensitive Tetrazole Polymers.

Abstract

We introduce the synthesis of photosensitive tetrazole monomers via Passerini multicomponent reactions (MCRs). We exploit the MCR's tolerance toward various functional groups under mild, catalyst-free conditions in a one-pot reaction setup to generate tetrazole-containing monomers featuring a methacrylic moiety, which enables their subsequent reversible addition-fragmentation chain transfer (RAFT) polymerization. By employing tetrazoles with either a 4-methoxy phenyl or a pyrene substituent, further modifications of the polymers in a wavelength-orthogonal, self-reporting fashion upon irradiation with either UV or visible light become possible.