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EFTA02444651 | EFTA02444677 Whitesides Group - Research The Whitesides Research Group Page 1 of 2 SINEW■ Research Organic / Organometallic Electronics We are interested in the electronic properties of organic and organometallic molecules, usually crystallized into selfassembled monolayers (SAMs). The simplest SAMs comprise alkanethiolates; more complex versions have a substituted end group at the non-binding end of the molecules. The electronic properties of a SAM are dependent on the metal substrate on which the SAM forms (Au, Ag, Cu, Pd, Pt, Hg), the head group that binds to the metal (commonly a thiolate), the chemical structure of the chain (alkane, aromatic), and the substituted end group (COOH, -OH, -CN, etc). We study SAMs using a two-terminal junction, where one electrode is a mercury drop covered with a standard SAM (usually C12 alkanethiolate) and the other is a sample metal covered with one of a series of SAMs of interest (Figure 1). By using a series of related molecules, we can determine the ease of tunneling across a certain type of molecule (Figure 2). We are interested in understanding the features that will cause a molecule have an unusual current response, such as rectification or negative differential resistance, with the goal of being able to design systems with interesting electronic responses. Figure I Figure 2 Related techniques in the field of organic electronics examine single molecules or molecules in self-assembled monolayers (SAMs) using break junctions, nanopores, conducting atomic force microscopy (cAFM), scanning tunneling microscopy (STM), and three-terminal junctions. The components of the systems vary widely, but there is widespread agreement on the ease of tunneling through a few key types of molecules. The understanding of these relatively simple systems paves the way for the field to broaden into more exploratory and novel systems. The mercury drop junction is an ideal tool for exploratory work due to its ease of use and quick sample preparation time. !hit rate was deugned by Adam Boer!. Paul Bracher and Demetri Moustakas http://gmwgroup.harvard.edu/research_orgoelectronics.html Last Updated March 10. 2006 11/6/2008 EFTA_R1_01521592 EFTA02444677
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EFTA02444592 | EFTA02444628 Whitesides Group - Publications Page 19 of 31 58, 5500-5507. 381. "Convenient Methods for Patterning the Adhesion of Mammalian Cells to Surfaces Using SelfAssembled Monolayers of Alkanethiolates on Gold", Lopez, G. P., Albers, M. W., Schreiber, S. L., Carroll, R. W., Peralta, E. and Whitesides, G. M., J. Am. Chem. Soc., 1993, 115, 5877-5878. 380. "Features of Gold Having Micrometer to Centimeter Dimensions Can Be Formed through a Combination of Stamping with an Elastomeric Stamp and an Alkanethiol Ink Followed by Chemical Etching", Kumar, A. and Whitesides, G. M., Appl. Phys. Left., 1993, 63, 2002-2004. 379. "Preparation of Conjugates of Proteins with Amyloses by Elongation of Covalently-Attached Primers Using Phosphorylase", Chu, Y.H. and Whitesides, G. M., 8loorg. Chem., 1993, 21, 319329. 378. "Catalytic Activity of Native Enzymes during Capillary Electrophoresis: An Enzymatic 'Microreactor, Avila, L. Z. and Whitesides, G. M., J. Org. Chem., 1993, 58, 5508-5512. 377. "Feed-Forward Neural Networks in Chemistry: Mathematical Systems for Classification and Pattern Recognition", Burns, J. A. and Whitesides, G. M., Chem. Rev., 1993, 93, 2583-2601. 376. "Affinity Electrophoresis in Multisectional Polyacrylamide Slab is a Useful and Convenient Technique for Measuring Binding Constants of Aryl Sulfonamides to Bovine Carbonic Anhydrase B", Chu, Y.-H., Chen, 3. K. and Whitesides, G. M., Anal. Chem., 1993, 65, 1314-1322. 375. "Imaging of Features on Surfaces by Condensation Figures", Lopez, G. P., Biebuyck, H. A., Frisbie, C. D. and Whitesides, G. M., Science, 1993, 260, 647-649. 374. "Diastereoselectivity (Enantioselectivity) of Aldol Condensations Catalyzed by Rabbit Muscle Aldolase at C-2 of RCHOHCHO if R has an Appropriately Placed Negatively Charged Group", Lees, W. J. and Whitesides, G. M., J. Org. Chem., 1993, 58, 1887-1894. 373. "Using Affinity Capillary Electrophoresis to Identify the Peptide in a Peptide Library that Binds Most Tightly to Vancomycin", Chu, Avila, L. Z., Biebuyck, H. A. and Whitesides, G. M., 1 Org. Chem., 1993, 58, 648-652. 372. "A Convenient Procedure for Transfer Blotting of Coomassie Blue-Stained Proteins from PAGE Gels to Transparencies", Chu, Y. H. and Whitesides, G. M., 8iotechniques, 1993, 14, 925-930. 371. "Neuraminidase Resistant Hemagglutination Inhibitors: Acrylamide Copolymers Containing a CGlycoside of N-Acetylneuraminic Acid", Sparks, M. A., Williams, K. W. and Whitesides, G. M., J. Med. Chem., 1993, 36, 778-783. 370. "Synthesis of Methyl a-Sialosides N-substituted with Large Alkanoyl Groups, and Investigation of Their Inhibition of Agglutination of Erythrocytes by Influenza A Virus?, W., Avila, L. Z., Williams, K. W. and Whitesides, G. M., 81.2org. & Med. (hem. Lett, 1993, 3, 747.752. 369. 'Thiol-Disulfide Interchange", Singh, R. and Whitesides, G. M., in Sulfur-Containing Functional Groups; Supplement S, S. Patai, Ed., 3. Wiley and Sons, Ltd., London, 1993, 633-658. 368. "Use of Affinity Capillary Electrophoresis to Determine Kinetic and Equilibrium Constants for Binding of Arylsulfonamides to Bovine Carbonic Anhydrase", Avila, L. Z., Chu, Y.-H., Blossey, E. C. and Whitesides, G. M., J. Med. Chem., 1993, 36, 126-133. 367. "Synthesis of Dithiols as Reducing Agents for Disulfides in Neutral Aqueous Solutions and Comparison of Reduction Potentials", Lamoureux, G. V. and Whitesides, G. M., J. Org. Chem., 1993, 58, 633-641. 366. "Equilibrium Constants for Thiol-Disulfide Interchange Reactions: A Coherent, Corrected Set", Lees, W. 3. and Whitesides, G. M., J. Org. Chem., 1993, 58, 642-647. 365. "Adsorption of Proteins onto Surfaces Containing End-Attached Oligo(Ethylene Oxide): A Model System Using Self-Assembled Monolayers", Prime, K. L. and Whitesides, G. M., J. Am. Chem. Soc., hup://ginwgroup.harvard.edu/publications 1990s.html 11/6/2008 EFTA_R1_01521543 EFTA02444628
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