18772-58-2

Usage

Chemical structure

1,3,5-tris-(1-trimethylsilylethynyl)benzene is a compound consisting of three benzene rings, each of which is attached to three ethynyl groups, with each ethynyl group containing a trimethylsilyl (TMS) group.

Reactivity

It is often used in organic synthesis as a precursor to functionalized aromatic compounds due to its high reactivity and ability to undergo various types of reactions, including Sonogashira and Glaser couplings, as well as photochemical reactions.

Steric protection

The TMS groups in 1,3,5-tris-(1-trimethylsilylethynyl)benzene provide steric protection to the triple bonds, allowing for controlled reactivity and facilitating its use as a building block in the synthesis of complex organic molecules.

Applications

It is used as a precursor in the production of organic semiconductors and materials for electronics applications.

Importance

1,3,5-tris-(1-trimethylsilylethynyl)benzene is a versatile and important chemical in the field of organic chemistry.

Upstream product

• 626-39-1 1,3,5-trisbromobenzene 
• 1066-54-2 trimethylsilylacetylene 
• 626-44-8 1,3,5-Triiodobenzene 
• 250643-77-7 tris(2-(trimethylsilyl)ethynyl)indium 

Downstream Products

• 312907-78-1 1,3,5-tris-(3-dibromomethylene-5-trimethylsilanyl-penta-1,4-diynyl)-benzene 
• 596122-67-7 1-[3-ethynyl-5-(3-hydroxy-5-trimethylsilanyl-penta-1,4-diynyl)-phenyl]-5-trimethylsilanyl-penta-1,4-diyn-3-ol 
• 596122-66-6 1-[3,5-bis-(3-oxo-5-trimethylsilanyl-penta-1,4-diynyl)-phenyl]-5-trimethylsilanyl-penta-1,4-diyn-3-one 
• 596122-65-5 1-[3,5-bis-(3-hydroxy-5-trimethylsilanyl-penta-1,4-diynyl)-phenyl]-5-trimethylsilanyl-penta-1,4-diyn-3-ol 
• 211739-82-1 1,3,5-tris[(4'-ethynylphenyl)ethynyl]benzene 
• 220870-30-4 1,3,5-tris[4-{{(trimethylsilyl)ethynyl}phenyl}ethynyl]benzene 
• 213913-53-2 (P(C₃H₇)3)2RhCl(C₆H₃(CCSi(CH₃)3)3) 
• 758706-36-4 (η2-1,3,5-tris(trimethylsilylethynyl)benzene)Cu(hexafluoroacetylacetone)] 
• 1290140-51-0 1,3,5-tris[(1-hexyl-3-tert-butyloxycarbonyl)-6-ethynyl-uracil]benzene 
• 1300743-86-5 4-(3,5-bis(1-decyl-1H-1,2,3-triazol-4-yl)phenyl)-1-decyl-1H-1,2,3-triazole 
• 1313742-88-9 C₃₆H₅₇N₉ 
• 1313742-89-0 C₄₈H₈₁N₉ 
• 1019209-38-1 1,3,5-tris((4-bromophenyl)ethynyl)benzene 

Relevant academic research and scientific papers

Coordination-driven self-assembly of discrete Ru6–Pt6 prismatic cages

The coordination-driven self-assembly of two new Ru6–Pt6 hexanuclear trigonal prismatic cages comprising arene–ruthenium(II) clips (1a(NO3)2 and 1b(NO3)2) and a tritopic platinum(II) metall

Gfp chromophore integrated conjugated microporous polymers: Topological and ESPT effects on emission properties

A metal free topological approach is demonstrated to mimic the photophysical properties of natural gfp by synthesizing two gfp chromophore integrated conjugated microporous polymers (o-HBDI-TEB-CMP and o-MBDI-TEB-CMP). Interestingly, owing to the structur

Redox-Active Star Molecules Incorporating the 4-Benzoylpyridinium Cation: Implications for the Charge Transfer Efficiency along Branches vs Across the Perimeter in Dendrimers

We report the redox properties of four star systems incorporating the 4-benzoyl-N-alkylpyridinium cation; the redox potential varies along the branches but remains constant at fixed radii. Bulk electrolysis shows that at a semi-infinite time scale all red

Star-shaped triphenylene discotic liquid crystalline oligomers and their hydrogen-bonded supramolecular complexes with simple acids

The synthesis and self-assembly properties of four novel star-shaped oligomers containing triphenylene discotic mesogens are reported. These materials have been synthesized in good yields by the Cu-catalyzed coupling cycloaddition reaction (CuAAC) between

Conjugated porous polymers as precursors for electrocatalysts and storage electrode materials

Conjugated porous polymers were used as precursors to prepare nitrogen and sulphur doped carbon atoms, which were then used for oxygen reduction and energy storage.

Designed synthesis of a metal cluster-pillared coordination cage

An unprecedented polynuclear metal cluster-pillared triangular prism was built by a macrocycle-directing strategy. Discrete architectures of three silver cluster-involved metallosupramolecules were characterized by single crystal X-ray crystallography and

Two-Dimensional Core-Shelled Porous Hybrids as Highly Efficient Catalysts for the Oxygen Reduction Reaction

Two-dimensional (2D) transition-metal dichalcogenides (TMDs) have drawn much attention due to their unique physical and chemical properties. Using TMDs as templates for the generation of 2D sandwich-like materials with remarkable properties still remains

Tridentate Lewis Acids: Silicon-Functionalised 1,3,5-Triethynylbenzene and 1,3,5-Trivinylbenzene

Planar tridentate Lewis acids were synthesised by hydrosilylation reactions of triethynylbenzene with chlorosilanes. Hydrogenation of the rigid triethynylbenzene using hydrogen in the presence of Lindlar's catalyst resulted in the formation of trivinylben

Supramolecular tetrahedra of phosphines and coinage metals

Treasure chests: The Group 11 metals CuI, AgI, and AuI form tetrahedral supramolecular clusters with a rigid threefold-symmetric phosphine ligand. These supramolecular clusters, which assemble by metal-phosphine interactio

Morphological changes in the self-assembly of a radial oligo-phenylene ethynylene amphiphilic system

Varying polarity of the solvent leads to the formation of vesicles, planar networks or rod-like objects by the spontaneous self-assembly of a simple C 3-radial oligophenylene ethynylene amphiphile. The Royal Society of Chemistry 2008.