886989-34-0

Upstream product

• 120517-37-5 4-(3-hydroxy-3-methyl-1-butynyl)-1-iodobenzene 
• 1066-54-2 trimethylsilylacetylene 
• 134856-58-9 1-iodo-4-(trimethylsilylethynyl)benzene 
• 115-19-5 2-methyl-but-3-yn-2-ol 
• 624-38-4 para-diiodobenzene 
• 589-87-7 1,4-bromoiodobenzene 
• 16116-78-2 (4-bromophenyl)(trimethylsilyl)acetylene 

Downstream Products

• 66228-76-0 4-(trimethylsilylethynyl)phenylacetylene 
• 919076-61-2 1,4-bis((4-((trimethylsilyl)ethynyl)phenyl)ethynyl)benzene 
• 147492-76-0 1-(phenylethynyl)-4-[(trimethylsilyl)ethynyl]benzene 
• 92866-00-7 4-ethynyltolane 
• 153295-62-6 1-ethynyl-4-{2-(4-ethynylphenyl)ethynyl}benzene 
• 1356939-22-4 3-{(4-[(trimethylsilyl)ethynyl]phenyl)ethynyl}pyridine 
• 1356939-23-5 (4-ethynylpphenyl)(3-pyridyl)acetylene 
• 886989-37-3 2,7-di[p-(p-{trimethylsilylethynyl}phenylethynyl)phenylethynyl]fluoren-9-one 
• 886989-35-1 2,7-di[(p-trimethylsilylethynylphenyl)ethynyl]fluoren-9-one 
• 886989-36-2 4-[p-(p-{trimethylsilylethynyl}phenylethynyl)phenyl]-2-methyl-3-butyn-2-ol 
• 189118-73-8 ((4-((4-ethynylphenyl)ethynyl)phenyl)ethynyl)trimethylsilane 

Relevant academic research and scientific papers

A Rotaxane-like Cage-in-Ring Structural Motif for a Metallosupramolecular Pd6L12 Aggregate

A BODIPY-based bis(3-pyridyl) ligand undergoes self-assembly upon coordination to tetravalent palladium(II) cations to form a Pd6L12 metallosupramolecular assembly with an unprecedented structural motif that resembles a rotaxane-like cage-in-ring arrangement. In this assembly the ligand adopts two different conformations—a C-shaped one to form a Pd2L4 cage which is located in the center of a Pd4L8 ring consisting of ligands in a W-shaped conformation. This assembly is not mechanically interlocked in the sense of catenation but it is stabilized only by attractive π-stacking between the peripheral BODIPY chromophores and the ligands’ skeleton as well as attractive van der Waals interactions between the long alkoxy chains. As a result, the co-arrangement of the two components leads to a very efficient space filling. The overall structure can be described as a rotaxane-like assembly with a metallosupramolecular cage forming the axle in a metallosupramolecular ring. This unique structural motif could be characterized via ESI mass spectrometry, NMR spectroscopy, and X-ray crystallography.

Direct Enzymatic Branch-End Extension of Glycocluster-Presented Glycans: An Effective Strategy for Programming Glycan Bioactivity

The sequence of a glycan and its topology of presentation team up to determine the specificity and selectivity of recognition by saccharide receptors (lectins). Structure–activity analysis would be furthered if the glycan part of a glycocluster could be efficiently elaborated in situ while keeping all other parameters constant. By using a bacterial α2,6-sialyltransferase and a small library of bi- to tetravalent glycoclusters, we illustrate the complete conversion of scaffold-presented lactoside units into two different sialylated ligands based on N-acetyl/glycolyl-neuraminic acid incorporation. We assess the ensuing effect on their bioactivity for a plant toxin, and present an analysis of the noncovalent substrate binding contacts that the added sialic acid moiety makes to the lectin. Enzymatic diversification of a scaffold-presented glycan can thus be brought to completion in situ, offering a versatile perspective for rational glycocluster engineering.

Combined spectroscopic and quantum chemical study of [trans-Ru(C≡CC6H4R1-4)2(dppe)2]n+ and [trans-Ru(C≡CC6H4R1-4)(C≡CC6H4R2-4)(dppe)2]n+ (n = 0, 1) complexes: Interpretations beyond the lowest energy conformer paradigm

The reaction of trans-RuCl(C≡CC6H4R1-4)(dppe)2 (2: R1 = Me (a), C5H11 (b), OMe (c), CO2Me (d), NO2 (e), C≡CSiMe3 (f), C≡CBut (g), NH2 (h)), prepared in situ from reactions of [RuCl(dppe)2]OTf ([1]OTf) with terminal alkynes in CH2Cl2 solutions containing 1,8-diazabicycloundec-7-ene (DBU) and TlBF4, provides a convenient and rapid route to bis(acetylide) complexes trans-Ru(C≡CC6H4R1-4)2(dppe)2 (3a-h) and trans-Ru(C≡ CC6H4R1-4)(C≡CC6H4R2-4)(dppe)2 (4, R1 = C≡CSiMe3, R2 = NH2; 5, R1 = CO2Me, R2 = NH2; 6, R1 = CO2Me, R2 = OMe). However, even in the absence of the chloride abstracting reagent, more strongly electron donating substituents (e.g., R1 = OMe (2c), NH2 (2h)) promote sufficient ionization of the Ru-Cl bond in trans-RuCl(C≡CC6H4R -4)(dppe)2 to lead to slow conversion to bis(alkynyl) complexes 3c,h in the presence of excess alkyne and DBU. Desilylation of 2f and 3f affords 2i and 3i (R1 = C≡CH), respectively. The molecular structures of 3a-d,f-i have been determined and are reported together with the structures of the monoalkynyl complexes 2f,g,i and compared with related compounds from the literature. Complexes 3a-i and 4-6 undergo one reversible electrochemical oxidation process, which can be attributed to depopulation of an orbital with significant alkynyl ligand character. The one-electron-oxidation products [3f]?+, [3h]?+, [4]?+, and [5]?+, chosen to serve as representative examples of this family of complexes, each exhibit a series of NIR absorptions between 15000 and 5000 cm-1 which on the basis of TDDFT calculations cannot be attributed to a single, static lowest energy molecular structure. Rather, the transitions that are responsible for the absorption band envelope have varying degrees of LMCT and inter-alkynyl ligand IVCT or MLCT character that depend not only on the nature of the Rn groups but also on the ensemble of thermally populated molecular conformers in solution with various relative orientations of the metal fragment and arylethynyl moieties. (Figure Presented)

Simplifying the conductance profiles of molecular junctions: The use of the trimethylsilylethynyl moiety as a molecule-gold contact

Conductance across a metal|molecule|metal junction is strongly influenced by the molecule-substrate contacts, and for a given molecular structure, multiple conductance values are frequently observed and ascribed to distinct binding modes of the contact at each of the molecular termini. Conjugated molecules containing a trimethylsilylethynyl terminus, -C≡CSiMe 3 give exclusively a single conductance value in I(s) measurements on gold substrates, the value of which is similar to that observed for the same molecular backbone with thiol and amine based contacting groups when bound to under-coordinated surface sites.

Molecular daisy chains: Synthesis and aggregation studies of an amphiphilic molecular rod

A water-soluble cyclophane as the loop subunit, monofunctionalized with a molecular rod, has been synthesized to introduce a new binding motif for mechanically interlinked oligomers. It has been demonstrated that this hermaphroditic compound forms [c2]dai

Convenient synthesis of green diisoindolodithienylpyrromethene-dialkynyl borane dyes

(Graph Presented) Versatile dyes based on diisoindolodithienylpyrromethene substituted at the boron center by alkynylaryl chromophores have been developed that efficiently fluorescence in the near infrared. Fast intramolecular energy transfer from the appended alkynyl units to the central core provides Stokes shifts above 16 000 cm-1.

Synthesis of conjugated 2,7-bis(trimethylsilylethynyl)-(phenylethynyl) nfluoren-9-one and 9-(p-methoxyphenyl)-9-methyl derivatives: Optical properties

2,7-Substituted 9-fluorenones and 9,9-disubstituted fluorene have been synthesized and their fluorescence properties analyzed. The synthesis of conjugated 2,7-bis(trimethylsilylethynyl)-(phenylethynyl)nfluoren-9- one (or the 9-(p-methoxyphenyl)