Polymer-supported reagents have radically changed the way we perform modern chemistry. Most notably, the time from initial hit to lead in drug discovery has been dramatically reduced. A study into the use of polymer-supported alkylboranes as hydroborating reagents based upon 9-borabicyclononane (9-BBN) was made, and the potential of this reagent in relation to the solution-phase compound was evaluated. An immobilised tetrafluoroarylsulfonyl chloride (TFAS) linker was developed, and reacted with a small number of phenolic substrates to give supported arylsulfonates. Four different palladium-mediated diversification protocols were investigated, allowing transfer hydrogenation and deuteration, and Suzuki and Heck cross-couplings. A solid-phase synthesis of the ACE II inhibitor Valsartan was developed using the TFAS linker, demonstrating the potential of this reagent for short linear syntheses. An optimised preparation of the PDE5 inhibitor Cialis was developed through the use of the N-Acyliminium Pictet-Spengler reaction. The use of ionic liquids as a catalytic reaction medium for solid-phase Suzuki cross-coupling reactions was evaluated, and when used in conjunction with DMF was found to significantly accelerate the reaction, resulting in increased yields over a given period of time.