Visible Light‐induced Passerini Multicomponent Polymerization

Herein, we introduce an additive free visible light‐induced Passerini multicomponent polymerization (MCP) for the generation of high molar mass chains. In place of classical aldehydes (or ketones), highly reactive, in situ photogenerated thioaldehydes are exploited along with isocyanides and carboxylic acids. Prone to side reactions, the thioaldehyde moieties create a complex reaction environment which can be tamed by optimizing the synthesis conditions utilizing stochastic reaction path analysis, highlighting the potential of semi‐batch procedures. Once the complex MCP environment is understood, step‐growth polymers can be synthesized under mild conditions, which – after a Mumm rearrangement – result in the incorporation of thioester moieties directly into the polymer backbone, leading to soft matter materials that can be degraded via straightforward aminolysis or chain expanded via thiirane insertion.

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