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Molecules for Charge-Based Information Storage Lindsey and Bocian


          with those available in modern foundries. Collectively, these  4 Gryko, D. T.; Clausen, C.; Roth, K. M.; Dontha, N.; Bocian, D. F.; Kuhr, W. G.; Lindsey, J. S.
                                                                  Synthesis of “Porphyrin-Linker-Thiol” Molecules with Diverse Linkers for Studies of
          features of the hybrid semiconductor/molecular DRAM sug-  Molecular-Based Information Storage. J. Org. Chem. 2000, 65,7345–7355.
          gest that manufacturing costs can be significantly lower than  5 Gryko, D. T.; Zhao,F.; Yasseri, A.A.; Roth,K.M.; Bocian,D.F.; Kuhr,W.G.; Lindsey, J. S.
                                                                  Synthesis of Thiol-Derivatized FerrocenePorphyrins for Studies of Multibit Information
          those of commercial DRAM chips.                         Storage. J. Org. Chem. 2000, 65,7356–7362.
            While the demonstration of the prototypical semiconduc-  6 Clausen,C.;Gryko,D.T.; Dabke,R. B.; Dontha,N.;Bocian,D.F.; Kuhr,W. G.; Lindsey,J. S.
                                                                  Synthesis of Thiol-Derivatized Porphyrin Dimers and Trimers for Studies of Architectural
          tor/molecular DRAM is an important advance toward the   Effects on Multibit Information Storage. J. Org. Chem. 2000, 65, 7363–7370.
          commercialization of such designs, much additional work is  7 Clausen, C.; Gryko, D. T.; Yasseri, A. A.; Diers, J. R.; Bocian, D. F.; Kuhr, W. G.; Lindsey,
                                                                  J. S. Investigation of Tightly Coupled Porphyrin Arrays Comprised of Identical Monomers for
          needed before this goal can be achieved. These studies  Multibit Information Storage. J. Org. Chem. 2000, 65, 7371–7378.
          require focus on basic scientific issues such as molecular  8 Li, J.; Gryko,D.; Dabke, R. B.; Diers,J.R.; Bocian, D.F.; Kuhr,W.G.; Lindsey, J. S.
                                                                  Synthesis of Thiol-Derivatized Europium Porphyrinic Triple-Decker Sandwich Complexes for
          design, on-chip fabrication strategies, and molecular factors  Multibit Molecular Information Storage. J. Org. Chem. 2000, 65, 7379–7390.
          that affect interfacial electron-transfer processes. Regardless,  9 Gryko, D.; Li, J.; Diers, J. R.; Roth, K. M.; Bocian, D. F.; Kuhr, W. G.; Lindsey, J. S. Studies
                                                                  Related to the Design and Synthesis of a Molecular Octal Counter. J. Mater. Chem. 2001,
          the demonstration of a fully functional hybrid semiconduc-  11, 1162–1180.
          tor/molecular DRAM is a necessary step toward commercia-  10 Gross, T.; Chevalier, F.; Lindsey, J. S. Investigation of Rational Syntheses of Heteroleptic
                                                                  Porphyrinic Lanthanide (Europium, Cerium) Triple-Decker Sandwich Complexes. Inorg.
          lization of such devices. Ultimately, molecular charge-based  Chem. 2001, 40, 4762–4774.
          information storage may prove beneficial for low-power  11 Roth, K. M.; Liu, Z.; Gryko, D. T.; Clausen, C.; Lindsey, J. S.; Bocian, D. F.; Kuhr, W. G.
                                                                  Charge-Retention Characteristics of Self-Assembled Monolayers of Molecular-Wire-
          electronics, 55  the design of novel transistors, 56  and where  Linked Porphyrins on Gold. In Molecules asComponents of Electronic Devices;Lieberman,
          circuitry must be deployed at low cost over large areas. 57  M., Ed.;ACS SymposiumSeries844;AmericanChemicalSociety: Washington,DC, 2003,
                                                                  pp 5161.
                                                               12 Schweikart, K.-H.;Malinovskii,V.L.; Diers, J. R.;Yasseri, A.A.; Bocian, D.F.; Kuhr,W.G.;
                                                                  Lindsey, J. S. Design, Synthesis, and Characterization of Prototypical Multistate Counters in
          BIOGRAPHICAL INFORMATION                                Three Distinct Architectures. J. Mater. Chem. 2002, 12, 808–828.
                                                               13 Roth, K. M.; Lindsey, J. S.; Bocian, D. F.; Kuhr, W. G. Characterization of Charge Storage in
          Jonathan S. Lindsey (b. 1956) received a B.S. in Chemistry from  Redox-Active Self-Assembled Monolayers. Langmuir 2002, 18, 4030–4040.
          Indiana University (1978) and a Ph.D. from Rockefeller University  14 Li, Q.; Mathur, G.;Homsi,M.; Surthi,S.; Misra, V.;Malinovskii, V.;Schweikart,K.-H.; Yu, L.;
          (1983), where he also did postdoctoral research. After 12 years at  Lindsey, J. S.; Liu, Z.; Dabke, R. B.; Yasseri, A.; Bocian, D. F.; Kuhr, W. G. Capacitance and
                                                                  Conductance Characterization of Self-Assembled Ferrocene Monolayers on Silicon Sur-
          Carnegie Mellon University, he joined North Carolina State Uni-  faces for Memory Applications. Appl. Phys. Lett. 2002, 81, 1494–1496.
          versity (1996) as Glaxo Distinguished University Professor of  15 Roth, K. M.; Gryko, D. T.; Clausen, C.; Li, J.; Lindsey, J. S.; Kuhr, W. G.; Bocian, D. F.
          Chemistry.                                              Comparison of Electron-Transfer and Charge-Retention Characteristics of Porphyrin-
                                                                  Containing Self-Assembled Monolayers Designed for Molecular Information Storage. J.
          David F. Bocian (b. 1950) received a B.S. in Chemistry from  Phys. Chem. B 2002, 106,8639–8648.
          North Carolina State University (1972) and a Ph.D. from the  16 Roth, K. M.; Yasseri, A. A.; Liu, Z.; Dabke, R. B.; Malinovskii, V.; Schweikart, K.-H.; Yu, L.;
                                                                  Tiznado, H.; Zaera, F.;Lindsey,J.S.; Kuhr,W.G.; Bocian, D.F. MeasurementsofElectron-
          University of California, Berkeley (1976). He did postdoctoral
                                                                  Transfer Rates of Charge-Storage Molecular Monolayers on Si(100). Toward Hybrid
          research at Caltech and then joined the faculty at the University  Molecular/Semiconductor Information Storage Devices. J. Am. Chem. Soc. 2003, 125,
          of California, Riverside, in 1979. He spent 6 years at Carnegie  505–517.
                                                               17 Li, Q.; Surthi, S.; Mathur, G.; Gowda, S.; Misra, V.; Sorenson, T. A.; Tenent, R. C.; Kuhr,
          Mellon University (19851991) before returning to the University
                                                                  W. G.; Tamaru, S.-I.; Lindsey, J. S.; Liu, Z.; Bocian, D. F. Electrical Characterization of
          of California, Riverside, where he is now Distinguished Professor of  Redox-Active Molecular Monolayers on SiO 2 for Memory Applications. Appl. Phys. Lett.
          Chemistry.                                              2003, 83, 198–200.
                                                               18 Tomizaki, K.-y.; Yu, L.; Wei, L.; Bocian, D. F.; Lindsey, J. S. Synthesis of Cyclic Hexameric
                                                                  Porphyrin Arrays. Anchors for Surface Immobilization and Columnar Self-Assembly. J. Org.
                                                                  Chem. 2003, 68, 8199–8207.
                                                               19 Schweikart, K.-H.; Malinovskii, V. L.; Yasseri, A. A.; Li, J.; Lysenko, A. B.; Bocian, D. F.;
          The authors wish to express gratitude to the many individuals  Lindsey, J. S. Synthesis and Characterization of Bis(S-acetylthio)-Derivatized Europium
          who contributed to the work described herein, and to acknowl-  Triple-Decker Monomers and Oligomers. Inorg. Chem. 2003, 42,7431–7446.
                                                               20 Balakumar, A.; Lysenko,A. B.;Carcel, C.;Malinovskii, V. L.;Gryko, D. T.; Schweikart,K.-H.;
          edge financial support from DARPA, the Center for Nanoscience  Loewe, R. S.; Yasseri, A. A.; Liu, Z.; Bocian, D. F.; Lindsey, J. S. Diverse Redox-Active
          Innovation for Defense, the Center for Nanoscale Science &  Molecules Bearing O-, S-, or Se-Terminated Tethers for Attachment to Silicon in Studies of
                                                                  Molecular Information Storage. J. Org. Chem. 2004, 69, 1435–1443.
          Engineering, and ZettaCore, Inc.                     21 Muthukumaran, K.; Loewe, R. S.; Ambroise, A.; Tamaru, S.-I.; Li, Q.; Mathur, G.; Bocian,
                                                                  D. F.; Misra, V.; Lindsey, J. S. Porphyrins Bearing Arylphosphonic Acid Tethers for
                                                                  Attachment to Oxide Surfaces. J. Org. Chem. 2004, 69, 1444–1452.
          FOOTNOTES
                                                               22 Loewe, R. S.; Ambroise,A.; Muthukumaran, K.; Padmaja, K.;Lysenko, A. B.; Mathur, G.; Li,
          *E-mail addresses: jlindsey@ncsu.edu; David.Bocian@ucr.edu.  Q.; Bocian, D. F.; Misra, V.; Lindsey, J. S. Porphyrins Bearing Mono or Tripodal
                                                                  BenzylphosphonicAcidTethers for Attachment to Oxide Surfaces. J. Org.Chem. 2004, 69,
                                                                  1453–1460.
          REFERENCES                                           23 Wei, L.; Padmaja, K.; Youngblood,W.J.; Lysenko, A. B.; Lindsey,J.S.; Bocian,D. F.
          1 Carroll, R. L.; Gorman, C. B. The Genesis of Molecular Electronics. Angew. Chem., Int. Ed.  Diverse Redox-Active Molecules Bearing Identical Thiol-Terminated Tripodal Tethers for
            2002, 41, 4378–4400.                                  Studies of Molecular Information Storage. J. Org. Chem. 2004, 69, 1461–1469.
          2 Kuhr, W. G.; Gallo, A. R.; Manning, R. W.; Rhodine, C. W. Molecular Memories based on a  24 Gowda, S.; Mathur, G.; Li, Q.; Surthi, S.; Zhao, Q.; Lindsey, J. S.; Mobley, K.; Bocian, D. F.;
            CMOS Platform. MRS Bull. 2004, 29, 838–842.           Misra, V. Hybrid Silicon/Molecular Memories: Co-Engineering for Novel Functionality. IEEE
                                                                  Int. Electron Devices Meet., Tech. Dig. 2003,537–540.
          3 Roth, K. M.; Dontha, N.; Dabke, R. B.; Gryko, D. T.; Clausen, C.; Lindsey, J. S.; Bocian, D. F.;
            Kuhr, W. G. Molecular Approach Toward Information Storage Based on the Redox Properties  25 Liu, Z.; Yasseri, A. A.; Lindsey, J. S.; Bocian, D. F. Molecular Memories That Survive Silicon
            of Porphyrinsin Self-Assembled Monolayers. J.Vac.Sci. Technol.B.2000,18, 2359–2364.  Device Processing and Real-World Operation. Science 2003, 302, 1543–1545.

                                                                   Vol. 44, No. 8 ’ 2011 ’ 638–650 ’ ACCOUNTS OF CHEMICAL RESEARCH ’ 649
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