Independent Research Proposal:  Most modern catalysts utilize stationary nodes where catalyst- substrate interactions are intended. We are proposing a new class of organocatalysts that contain pendular nodes, where rapid isomerization or electron transport can give a single catalyst a set of moving nodes which allow one point on the molecule to rapidly switch from basic/nucleophilic to acidic/electrophilic, thus enabling dynamic interactions with intermediates and transition states. This will allow for advanced chemo-, regio-, and stereoselectivity. To realize this concept, we propose the natural coupling of isocyanates with N- heterocyclic olefins (NHOs) to yield a molecule with two imidazolium-based zwitterionic forms as well as a neutral enamine form that are readily interchangeable. While we would like to emphasize pendular catalyst as a concept with broad utility in catalytic chemistry, we will start by benchmarking their reactivity in the field of ring-opening polymerization (ROP) which offers a diverse set of chemical challenges and is a highly impactful frontier of sustainable/green chemistry. We will also use chiral variants of the pendular zwitterions to meaningfully target precise substrate-catalyst interactions in a chiral enrichment reaction based on stereoselective transesterification