The guanidine functional group has a long history of utility in varied fields. Its distinctive properties, which include easily varied substitution patterns and substantial basicity, provide multiple avenues for its application in many contexts. Our group has demonstrated a new transformation of guanidines, in which the <i>N</i>-components undergo degenerative exchange reactions at elevated temperatures in the absence of catalysts. Termed thermal guanidine metathesis (TGM), we have used this process as the basis for a new class of covalent adaptable networks (CANs). In this talk, the unique properties and capabilities of TGM-based CANs will be discussed along with the basic characteristics of the TGM reaction. In a separate project space, leveraging the basicity and hydrogen bonding capabilities of guanidines has led us to recently prepare a new type of degradable supramolecular network which will also be presented.

Guanidines as dynamic building blocks for polymeric materials

ACS Spring 2022

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