Porphyrin architectures tailored for studies of molecular information storage

The Journal of Organic Chemistry
Carole M CarcelJonathan S Lindsey

Abstract

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.

Citations

Jun 2, 2011·Accounts of Chemical Research·Jonathan S Lindsey, David F Bocian
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May 5, 2007·The Journal of Chemical Physics·Sarayut DeachapunyaMarkus Arndt
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Nov 4, 2006·The Journal of Organic Chemistry·Jayeeta BhaumikJonathan S Lindsey
Sep 6, 2006·Langmuir : the ACS Journal of Surfaces and Colloids·Santo Di BellaAntonio Cricenti

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