170159-24-7

Upstream product

• 69746-43-6 1-iodo-4-thioacetylbenzene 
• 1066-54-2 trimethylsilylacetylene 
• 25752-90-3 tert-butyl 4-bromophenyl sulfide 
• 75-36-5 acetyl chloride 
• 795274-48-5 1-tert-butylsulfanyl-4-(2'-triisopropylsilylethynyl)-benzene 
• 624-38-4 para-diiodobenzene 
• 106-53-6 para-bromobenzenethiol 
• 28122-76-1 acetyl 4-bromo-thiophenolate 
• 52928-01-5 4-iodothiophenol 
• 135883-45-3 1-(tert-butylsulfanyl)-4-ethynylbenzene 
• 170159-17-8 1-thioacetyl-4-<(trimethylsilyl)ethynyl>benzene 

Downstream Products

• 170159-20-3 thioacetic acid S-[4-(4-trimethylsilanylethynylphenylethynyl)phenyl] ester 
• 187791-59-9 Thioacetic acid S-[4-(4-ethyl-5-{4-ethyl-5-[4-ethyl-5-(4-ethyl-5-trimethylsilanylethynyl-thiophen-2-ylethynyl)-thiophen-2-ylethynyl]-thiophen-2-ylethynyl}-thiophen-2-ylethynyl)-phenyl] ester 
• 187870-75-3 Thioacetic acid S-[4-(3-dodecyl-4-{3-dodecyl-4-[3-dodecyl-4-(3-dodecyl-4-trimethylsilanylethynyl-phenylethynyl)-phenylethynyl]-phenylethynyl}-phenylethynyl)-phenyl] ester 
• 222417-72-3 thioacetic acid S-(4-{4-[bis-[4-(4-acetylsulfanyl-phenylethynyl)-phenyl]-(4-trimethylsilanylethynyl-phenyl)-silanyl]-phenylethynyl}-phenyl) ester 
• 267007-83-0 1,4-bis(4-acetylthiophenylethynyl)benzene 
• 676251-40-4 thioacetic acid S-[4-(3-nitro-4-trimethylsilanylethynylphenylethynyl)phenyl] ester 
• 676251-45-9 thioacetic acid S-[4-(2,5-diethyl-4-trimethylsilanylethynylphenylethynyl)phenyl] ester 
• 690258-69-6 2,7-bis-(4-ethynyl(thioacetyl)benzene)-9,10-bis(tert-butyldimethylsiloxy)phenanthrene 
• 915721-76-5 (E)-S-4-((4-(phenyldiazenyl)phenyl)ethynyl)phenyl ethanethioate 

Relevant academic research and scientific papers

Molecular electronics - Integration of single molecules in electronic circuits

Electronic devices made with organic molecules may one day play an important role in integrated circuits. However, the research is still in its infancy. The mechanically controlled break-junction technique allows the measurement of the current through a s

Molecular bridging agent and preparation method and application thereof in Raman probe

The invention relates to a molecular bridging agent and a preparation method and an application thereof in a Raman probe. The molecular bridging agent has a chemical name of bisacetic acid-4-ethinyl thiophenol ester, and has the following structural formu

Bismuth(III)-Promoted Acetylation of Thioethers into Thioacetates

The thioacetate group is extensively employed as an anchoring group for attachment of molecules onto gold surfaces or between electrodes in molecular electronics. On account of its ready hydrolysis, it is often incorporated in the last step of a synthetic

Single-molecule conductance of functionalized oligoynes: Length dependence and junction evolution

We report a combined experimental and theoretical investigation of the length dependence and anchor group dependence of the electrical conductance of a series of oligoyne molecular wires in single-molecule junctions with gold contacts. Experimentally, we focus on the synthesis and properties of diaryloligoynes with n = 1, 2, and 4 triple bonds and the anchor dihydrobenzo[b]thiophene (BT). For comparison, we also explored the aurophilic anchor group cyano (CN), amino (NH2), thiol (SH), and 4-pyridyl (PY). Scanning tunneling microscopy break junction (STM-BJ) and mechanically controllable break junction (MCBJ) techniques are employed to investigate single-molecule conductance characteristics. The BT moiety is superior as compared to traditional anchoring groups investigated so far. BT-terminated oligoynes display a 100% probability of junction formation and possess conductance values which are the highest of the oligoynes studied and, moreover, are higher than other conjugated molecular wires of similar length. Density functional theory (DFT)-based calculations are reported for oligoynes with n = 1-4 triple bonds. Complete conductance traces and conductance distributions are computed for each family of molecules. The sliding of the anchor groups leads to oscillations in both the electrical conductance and the binding energies of the studied molecular wires. In agreement with experimental results, BT-terminated oligoynes are predicted to have a high electrical conductance. The experimental attenuation constants βH range between 1.7 nm-1 (CN) and 3.2 nm-1 (SH) and show the following trend: β H(CN) H(NH2) H(BT) H(PY) ≈ βH(SH). DFT-based calculations yield lower values, which range between 0.4 nm -1 (CN) and 2.2 nm-1 (PY).

Conformation as a protecting group: A regioselective aromatic bromination en route to complex π-electron systems

(Chemical Equation Presented) A new strategy to achieve regioselective functionalization of a sterically congested aromatic system driven by conformational demands is described. Electrophilic substitution occurs at the more planarizable subunit without undesired chemistry at mutually reactive sites and without the need for protecting or masking groups that must be manipulated later. Model studies are described to understand this selectivity, and possibilities for the construction of orthogonal, differentially substituted π-systems of relevance for molecular electronics are demonstrated.

Synthesis of oligo(phenylene ethynylene)s with dendrimer "shells" for molecular electronics

Two series of oligo(phenylene ethynylene)s (OPEs) with different dendrimer side groups have been designed and synthesized. The molecules contain thiol groups at both ends to enable interconnection between nanoscale gapped metallic electrodes. The different dendrimer groups act as "shells", allowing tailoring to the nanoscopic environment surrounding the OPE "core". Meanwhile, the dendrimer shells also act as spacers for the precise control of the packing density and intermolecular interaction between the OPE cores.

Tetrathiafulvalene-based molecular nanowires

A new molecular wire suitably functionalized with sulfur atoms at terminal positions and endowed with a central redox active TTF unit has been synthesized and inserted within two atomic-sized Au electrodes; electrical transport measurements have been perf

Bromine catalyzed conversion of S-tert-butyl groups into versatile and, for self-assembly processes accessible, acetyl-protected thiols

The facile and efficient conversion of a tert-butyl protecting group to an acetyl protecting group for thiols by catalytic amounts of bromine in acetyl chloride and the presence of acetic acid has been developed. The fairly mild reaction conditions are of

Electric Current through a Molecular Rod - Relevance of the Position of the Anchor Groups

The electronic resistance of an electrode-molecule-electrode device strongly depends on the relative position of the anchor group in the molecular structure. The molecular rod, immobilized through two sulfur groups in the meta position on a pair of electr

Rapid Syntheses of Oligo(2,5-thiophene ethynylene)s with Thioester Termini: Potential Molecular Scale Wires with Alligator Clips

The syntheses of soluble oligo(3-ethyl-2,5-thiophene ethynylene)s via an iterative divergent/ convergent approach starting from 3-ethyl-2-(trimethylsilylethynyl)thiophene are described. The monomer, dimer, tetramer, octamer, and 16-mer were synthesized. The 16-mer is 100 A long in its minimized extended zigzag conformation. At each stage in the iteration, the length of the framework doubles. Only three sets of reaction conditions are needed for the entire iterative synthetic sequence: an iodination, a protodesilylation, and a Pd/Cu-catalyzed cross coupling. The oligomers were characterized spectroscopically and by mass spectrometry. The optical properties are presented which show that at the octamer stage, the optical absorbance maximum is nearly saturated. The size exclusion chromatography values for the number average weights, relative to polystyrene, illustrate the tremendous differences in the hydrodynamic volume of these rigid rod oligomers verses the random coils of polystyrene. These differences become quite apparent at the octamer stage. Attachment of thiol end groups, protected as the thioacetyl moieties, was achieved. These serve as binding sites for adhesion to gold surfaces. In some cases, one end of the oligomeric chains were capped with a thiol group so that the surface attachments to gold could be studied. In other cases, thiol groups were affixed to both ends of the molecular chains so that future conduction studies could be done between proximal metallic probes. The rigid rod conjugated oligomers may act as molecular wires in molecular scale electronic devices, and they also serve as useful models for understanding analogous bulk polymers.