@article{carcel_laha_loewe_thamyongkit_schweikart_misra_bocian_lindsey_2004, title={Porphyrin architectures tailored for studies of molecular information storage}, volume={69}, ISSN={["0022-3263"]}, DOI={10.1021/jo0498260}, abstractNote={A molecular approach to information storage employs redox-active molecules tethered to an electroactive surface. Zinc porphyrins tethered to Au(111) or Si(100) provide a benchmark for studies of information storage. Three sets of porphyrins have been synthesized for studies of the interplay of molecular design and charge-storage properties: (1) A set of porphyrins is described for probing the effect of surface attachment atom on electron-transfer kinetics. Each porphyrin bears a meso-CH2X group for surface attachment where X = OH, SAc, or SeAc. (2) A set of porphyrins is described for studying the effect of surface-charge density in monolayers. Each porphyrin bears a benzyl alcohol for surface attachment and three nonlinking meso substituents of a controlled degree of bulkiness. (3) A set of porphyrins is described that enables investigation of on-chip patterning of the electrolyte. Each porphyrin bears a formyl group distal to the surface attachment group for subsequent derivatization with a molecular entity that comprises the electrolyte. Taken together, this collection of molecules enables a variety of studies to elucidate design issues in molecular-based information storage.}, number={20}, journal={JOURNAL OF ORGANIC CHEMISTRY}, author={Carcel, CM and Laha, JK and Loewe, RS and Thamyongkit, P and Schweikart, KH and Misra, V and Bocian, DF and Lindsey, JS}, year={2004}, month={Oct}, pages={6739–6750} }