Trichloroacetimidate Formation Using Rigid Polymer‐Supported Bases in Green Solvents

Novel rigid resin‐supported triazabicyclodecene (TBD) catalysts are provided and tested for their use in the formation of trichloroacetimidates. A small library of resins is screened and the most promising are compared to commercially available polymer‐supported 1,8‐diazabicyclo(5.4.0)undec‐7‐ene (DBU) and their performance in greener solvents evaluated. From the study, a new and reusable rigid resin, containing immobilized TBD, is found to be effective and constitutes a viable alternative to currently commercially available immobilized bases. The resins perform well in green ester‐based solvents, hence making them a sustainable alternative to the soluble bases commonly currently used for acetimidate synthesis, which, in contrast, are used in chlorinated solvents.