170159-20-3Relevant academic research and scientific papers
Photophysical Properties of Oligo(phenylene ethynylene) Iridium(III) Complexes Functionalized with Metal-Anchoring Groups
Ponce, Julia,Aragó, Juan,Vayá, Ignacio,Magenti, Jorge Gómez,Tatay, Sergio,Ortí, Enrique,Coronado, Eugenio
supporting information, p. 1851 - 1859 (2016/05/02)
The electrochemical and photophysical properties of a family of conjugated ligands and their iridium(III) cyclometallated complexes are described. They consist of a series of monocationic IrIII bis-2-phenylpyridine complexes with p-phenylethynyl-1,10-phenanthroline ligands of different length. The structure of these ligands includes terminal acetylthiol or pyridine groups, which can provide good electrical contacts between metal electrodes. Cyclic voltammetry, absorption and emission spectroscopy, laser flash photolysis and density functional theory calculations reveal that the high conjugation of the diimine ligand affords small energy gaps between the frontier orbitals. Nevertheless, the nature of the terminal substituents and the extent of the conjugation in the diimine ligand have little influence on the photophysical features at room temperature. The spectroscopic data and theoretical calculations agree that the charge-transfer nature of the emitting excited state is maintained along the series at room temperature, whereas in rigid matrices ligand-centred states also contribute to the low-temperature emission. The good conducting features of the diimine ligands, the small dependence of the HOMO-LUMO (HOMO = highest occupied molecular orbital, LUMO = lowest unoccupied molecular orbital) gaps of these complexes on the ligands and the charge-transfer nature of the emitting excited state make these complexes promising test beds for the study of photoconducting phenomena in molecular junctions.
Orthogonally Functionalized Oligomers for Controlled Self-Assembly
Flatt, Austen K.,Yao, Yuxing,Maya, Francisco,Tour, James M.
, p. 1752 - 1755 (2007/10/03)
The synthesis of molecules terminated with complementary thiol-protecting groups is described. The target compounds contain functionalities on one end known to form self-assembled monolayers on metal surfaces while at the other end an intact thioacetate is present whereby self-assembly may again occur after an in situ deprotection. Self-assembly data is reported for selected compounds to assess their efficacy in surface adhesion.
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.
Thiophenol Protecting Groups for the Palladium-Catalyzed Heck Reaction: Efficient Synthesis of Conjugated Arylthiols
Hsung, Richard P.,Babcock, Jason R.,Chidsey, Christopher E. D.,Sita, Lawrence R.
, p. 4525 - 4528 (2007/10/02)
A variety of S-thiophenol protecting groups have been evaluated for the Heck reaction.Of these, the S-acetyl group appears to be the best suited for facile removal under mild conditions to provide the coresponding free thiols in high yields.
