Site-selective, cleavable linkers: quality control and the characterization of small molecules on microelectrode arrays

A "safety-catch" linker strategy has been used to release a portion of the products of a Diels-Alder reaction conducted on a microelectrode array for characterization of stereochemistry. The attachment and cleavage of organic compounds from the surface of selected electrodes in the array can be accomplished by site-selective generation of base or acid at the electrode. It was found that the surface of the array had a minor influence on the stereochemistry of the Diels-Alder reaction, leading to slightly more of the exo-product relative to a similar solution-phase reaction.