Abstract
A quantitative comparison of kinetics of seven solid-phase organic reactions on two commonly used resin supports, polystyrene (PS)- and Tentagel (TG)-based resins, is presented. The data we obtained contradict the popular presumption that reactions proceed more rapidly on “solution-like” TG resins. Our results are discussed in terms of a hypothesis in which the resin bead is viewed as another “solvent phase”. The effect of polymer backbones on the reaction kinetics is similar to the effect of solvent on a solution reaction rate. There is no single polymer support that favors all reactions. Depending on the nature of a chosen reaction, TG- or PS-based resins can be a better choice for solid-phase organic synthesis.
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