Abstract
Benzoin condensation is extended to benzaldehyde systems covalently incorporated in crosslinked polymers. Polymeric benzaldehyde was prepared from divinylbenzene (DVB)- and tetraethyleneglycol diacrylate (TTEGDA)-crosslinked polystyrenes (PS) with varying crosslink densities through a series of polymer-analogous reactions. These aldehydes were subjected to cyanide ion-catalysed benzoin condensation and the products were characterized by IR and 13C CP-MAS NMR spectroscopy. The effects of the molecular character and crosslink density on the extent of benzoin condensation were investigated. The polymeric aldehyde was subjected to crossed benzoin condensation with a series of substituted benzaldehydes and the effect of the electronic and steric properties of the substituents on the extent of the polymer-analogous benzoin condensation was investigated.
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