Current-Induced Hydrogen Tautomerization and Conductance Switching of Naphthalocyanine Molecules

The bistability in the position of the two hydrogen atoms in the inner cavity of single free-base naphthalocyanine molecules constitutes a two-level system that was manipulated and probed by low-temperature scanning tunneling microscopy. When adsorbed on an ultrathin insulating film, the molecules can be switched in a controlled fashion between the two states by excitation induced by the inelastic tunneling current. The tautomerization reaction can be probed by resonant tunneling through the molecule and is expressed as considerable changes in the conductivity of the molecule. We also demonstrated a coupling of the switching process so that the charge injection in one molecule induced tautomerization in an adjacent molecule.

[1]  D. Allara,et al.  Single-molecule electrical junctions. , 2006, Annual review of physical chemistry.

[2]  B. Lundqvist,et al.  Single-Molecule Dissociation by Tunneling Electrons , 1997 .

[3]  Meyer,et al.  Inducing all steps of a chemical reaction with the scanning tunneling microscope tip: towards single molecule engineering , 2000, Physical review letters.

[4]  M. Persson,et al.  Scanning tunneling spectroscopy of Cl vacancies in NaCl films: strong electron-phonon coupling in double-barrier tunneling junctions. , 2005, Physical review letters.

[5]  J. F. Stoddart,et al.  A [2]Catenane-Based Solid State Electronically Reconfigurable Switch , 2000 .

[6]  D. Eigler,et al.  An atomic switch realized with the scanning tunnelling microscope , 1991, Nature.

[7]  G. Dujardin,et al.  Picometer-Scale Electronic Control of Molecular Dynamics Inside a Single Molecule , 2005, Science.

[8]  J. Gimzewski,et al.  Electronics using hybrid-molecular and mono-molecular devices , 2000, Nature.

[9]  C. Joachim,et al.  Molecules on insulating films: scanning-tunneling microscopy imaging of individual molecular orbitals. , 2005, Physical review letters.

[10]  E. Meyer,et al.  Ultrathin films of NaCl on Cu(111) : a LEED and dynamic force microscopy study , 1999 .

[11]  Fredrik E. Olsson,et al.  Imaging Bond Formation Between a Gold Atom and Pentacene on an Insulating Surface , 2006, Science.

[12]  C Joachim,et al.  Conformational changes of single molecules induced by scanning tunneling microscopy manipulation: a route to molecular switching. , 2001, Physical review letters.

[13]  C. H. Patterson,et al.  Molecularly inherent voltage-controlled conductance switching , 2005, Nature materials.

[14]  T. Truong,et al.  Status of theoretical modeling of tautomerization in free‐base porphyrin , 2001 .

[15]  N. J. Tao,et al.  Electron transport in molecular junctions , 2006, Nature nanotechnology.

[16]  M. Ratner,et al.  Electron Transport in Molecular Wire Junctions , 2003, Science.

[17]  G. Nazin,et al.  Vibronic states in single molecule electron transport. , 2004, Physical review letters.

[18]  W. Ho,et al.  Oxidation of a single carbon monoxide molecule manipulated and induced with a scanning tunneling microscope. , 2001, Physical review letters.

[19]  Saw-Wai Hla,et al.  Realization of a four-step molecular switch in scanning tunneling microscope manipulation of single chlorophyll-a molecules , 2006, Proceedings of the National Academy of Sciences.

[20]  Jascha Repp,et al.  Controlling the Charge State of Individual Gold Adatoms , 2004, Science.

[21]  D. Eigler,et al.  Positioning single atoms with a scanning tunnelling microscope , 1990, Nature.

[22]  G. Nazin,et al.  Mechanisms of reversible conformational transitions in a single molecule. , 2004, Physical review letters.

[23]  Ho,et al.  Single-bond formation and characterization with a scanning tunneling microscope , 1999, Science.