546112-66-7Relevant academic research and scientific papers
Synthesis of macrocyclic molecular rods as potential electronic devices
Blaszczyk, Alfred,Chadim, Martin,Von Haenisch, Carsten,Mayor, Marcel
, p. 3809 - 3825 (2007/10/03)
The design and synthesis of the macrocycles 1 and 2 as model compounds for the investigation of negative differential conductance phenomena in molecular junctions are reported. The macrocycles 1 and 2 comprise a molecular rod subunit consisting of three ethynyl-linked phenyl rings. While the rotational freedom along the rod axis of both terminal phenyl rings is limited by the macrocyclic frame, the central phenyl ring is revolving. The rod substructure is terminally functionalized with acetyl-protected thiol groups to enable its immobilization between gold contacts. The central phenyl ring is functionalized with one and two nitro groups for 1 and 2, respectively. The nitro groups are of particular importance as i) both macrocycles are model compounds to investigate a hypothetical intramolecular interaction of the nitro group with the opposite macrocyclic subunits and ii) the nitro group(s) result in limited thermal stability of the compounds due to the intramolecular rearrangement to macrocycles comprising isatogen subunits. These highly functionalized macrocycles have been assembled by acetylene scaffolding strategies in combination with functional group transformation chemistry. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.
Scanning Tunneling Microscopy of Self-Assembled Phenylene Ethynylene Oligomers on Au(111) Substrates
Walzer, Karsten,Marx, Eike,Greenham, Neil C.,Less, Robert J.,Raithby, Paul R.,Stokbro, Kurt
, p. 1229 - 1234 (2007/10/03)
In this paper, we report the self-assembly, electrical characterization, and surface modification of dithiolated phenylene-ethynylene oligomer monolayers on a Au(111) surface. The self-assembly was accomplished by thiol bonding the molecules from solution
Improved and new syntheses of potential molecular electronics devices
Price Jr., David W.,Dirk, Shawn M.,Maya, Francisco,Tour, James M.
, p. 2497 - 2518 (2007/10/03)
New syntheses of ethyl and nitro substituted oligo(phenylene ethynylene)s (OPEs) have been developed. To further explore whether the presence of nitro functionality in OPEs leads to switching and memory capabilities, new nitro substituted OPEs have been designed and synthesized. An isatogen-based system, a structure that is isomeric to the nitro OPE, has been synthesized. Additionally, pyridine-based and chromium-based compounds have been synthesized. We surmise that redox reactions of these candidates may impart switching capabilities and electrochemical studies are shown. U-shaped OPEs were synthesized to inhibit leakage of metals deposited during formation of top contacts on self-assembled monolayers (SAMs). The OPEs contain either thiol-based moieties or isonitrile groups to enable formation of SAMs on metal substrates.
Synthesis and preliminary testing of molecular wires and devices
Tour, James M.,Rawlett, Adam M.,Kozaki, Masatoshi,Yao, Yuxing,Jagessar, Raymond C.,Dirk, Shawn M.,Price, David W.,Reed, Mark A.,Zhou, Chong-Wu,Chen, Jia,Wang, Wenyong,Campbell, Ian
, p. 5118 - 5134 (2007/10/03)
Presented here are several convergent synthetic routes to conjugated oligo(phenylene ethynylene)s. Some of these oligomers are free of functional groups, while others possess donor groups, acceptor groups, porphyrin interiors, and other heterocyclic interiors for various potential transmission and digital device applications. The syntheses of oligo(phenylene ethynylene)s with a variety of end groups for attachment to numerous metal probes and surfaces are presented. Some of the functionalized molecular systems showed linear, wire-like, current versus voltage (I(V)) responses, while others exhibited nonlinear I(V) curves for negative differential resistance (NDR) and molecular random access memory effects. Finally, the syntheses of functionalized oligomers are described that can form self-assembled monolayers on metallic electrodes that reduce the Schottky barriers. Information from the Schottky barrier studies can provide useful insight into molecular alligator clip optimizations for molecuar electronics.
