104784-51-2

Usage

Uses

Used in Pharmaceutical Industry:
TRIMETHYLNAPHTHALEN-1-YLETHYNYLSILANE is used as a synthetic intermediate for the development of various pharmaceutical compounds. Its reactivity allows for the creation of complex molecular structures, contributing to the discovery of new drugs with improved therapeutic properties.
Used in Agrochemical Industry:
In the agrochemical industry, TRIMETHYLNAPHTHALEN-1-YLETHYNYLSILANE is utilized as a key component in the synthesis of agrochemicals, such as pesticides and herbicides. Its ability to form complex molecular structures enables the development of more effective and targeted agrochemicals.
Used in Material Science:
TRIMETHYLNAPHTHALEN-1-YLETHYNYLSILANE is employed as a building block in the production of novel materials with specific properties. Its incorporation into these materials can lead to the development of advanced materials with unique characteristics, such as improved mechanical strength, thermal stability, or electrical conductivity.
Used in Chemical Research and Development:
As a reactive intermediate, TRIMETHYLNAPHTHALEN-1-YLETHYNYLSILANE plays a crucial role in various organic reactions, facilitating the synthesis of complex organic compounds. Its application in chemical research and development contributes to the advancement of chemical science and the discovery of new compounds with potential applications across various industries.

InChI:InChI=1/C15H16Si/c1-16(2,3)12-11-14-9-6-8-13-7-4-5-10-15(13)14/h4-10H,1-3H3

Upstream product

• 90-11-9 1-Bromonaphthalene 
• 1066-54-2 trimethylsilylacetylene 
• 90-14-2 1-Iodonaphthalene 
• 78389-87-4 ((trimethylsilyl)ethynyl)zinc(II) chloride 
• 14630-40-1 Bis(trimethylsilyl)ethyne 
• 81952-80-9 ((trimethylsilyl)ethynyl)magnesium chloride 
• 703-55-9 1-naphthylmagnesiumbromide 
• 1139705-28-4 naphthalene-1-yl 1H-imidazole-1-sulfonate 
• 16029-98-4 trimethylsilyl iodide 
• 15727-65-8 1-ethynylnaphthalene 
• 75-77-4 chloro-trimethyl-silane 
• 134-32-7 1-amino-naphthalene 
• 6630-33-7 ortho-bromobenzaldehyde 
• 77123-58-1 2-[2-(trimethylsilyl)ethynyl]benzaldehyde 

Downstream Products

• 15727-65-8 1-ethynylnaphthalene 
• 217-37-8 benzo[c]picene 
• 86-53-3 1-Cyanonaphthalene 
• 41790-87-8 (E)-1,4-di-(1-naphthyl)butenyne 
• 1202246-72-7 1-benzyl-4-(naphthalen-1-yl)-1H?1,2,3?triazole 

Relevant academic research and scientific papers

Copper-free sonogashira coupling reaction using a trans-spanning 1,2-Bis(2-thienylethynyl)benzene Ligand

Novel copper-free Sonogashira coupling reaction of aryl halides with terminal acetylenes proceeded in the presence of 1,2-bis(2-thienylethynyl) benzene (1) as a trans-bidentatable ligand.

γ-Carboline synthesis enabled by Rh(iii)-catalysed regioselective C-H annulation

A redox-neutral Rh(iii)-catalyzed C-H annulation of indolyl oximes was developed. Relying on the use of various alkynyl silanes as the terminal alkyne surrogates, the reaction exhibited a reverse regioselectivity, thus giving an exclusive and easy way for the synthesis of a wide range of substituent free γ-carbolines at C3 position with high efficiency. Deuterium-labelling experiments and kinetic analysis have preliminarily shed light on the working mode of this catalytic system. This journal is

A robust microfluidic device for the synthesis and crystal growth of organometallic polymers with highly organized structures

A simple and robust microfluidic device was developed to synthesize organometallic polymers with highly organized structures. The device is compatible with organic solvents. Reactants are loaded into pairs of reservoirs connected by a 15 cm long microchannel prefilled with solvents, thus allowing long-term counter diffusion for self-assembly of organometallic polymers. The process can be monitored, and the resulting crystalline polymers are harvested without damage. The device was used to synthesize three insoluble silver acetylides as single crystals of X-ray diffraction quality. Importantly, for the first time, the single-crystal structure of silver phenylacetylide was determined. The reported approach may have wide applications, such as crystallization of membrane proteins, synthesis and crystal growth of organic, inorganic, and polymeric coordination compounds, whose single crystals cannot be obtained using traditional methods.

Antitubercular Bis-Substituted Cyclam Derivatives: Structure-Activity Relationships and in Vivo Studies

We recently reported the discovery of nontoxic cyclam-derived compounds that are active against drug-resistant Mycobacterium tuberculosis. In this paper we report exploration of the structure-activity relationship for this class of compounds, identifying

A novel and efficient synthesis of terminal arylacetylenes via Sonogashira coupling reactions catalysed by MCM-41-supported bidentate phosphine palladium(0) complex

A variety of terminal arylacetylenes have been conveniently synthesised in good to high yields via Sonogashira coupling of aryl iodides with (trimethylsilyl)acetylene catalysed by a MCM-41-supported bidentate phosphine palladium(0) complex, followed by desilylation. The polymeric palladium catalyst can be reused many times without any decrease in activity.

One-pot synthesis of 1,3-enynes with a CF3 group on the terminal sp2 carbon by an oxidative Sonogashira cross-coupling reaction

Oxidative Sonogashira cross-coupling reactions of (E)-trimethyl(3,3,3-trifluoroprop-1-enyl)silane with arylacetylene were achieved using silver fluoride and a palladium catalyst, to afford high yields of various 1,3-enynes with a CF3 group on the terminal sp2 carbon. Silver fluoride promoted C-Si bond dissociation and oxidation of palladium, enabling catalytic use of palladium.

Electrochemical Synthesis of 1-Naphthols by Intermolecular Annulation of Alkynes with 1,3-Dicarbonyl Compounds

C-centered radical cyclization under electrochemical conditions is a feasible strategy for constructing cyclic structures. Reported herein is the electrochemical synthesis of highly functionalized 1-naphthols using alkynes and 1,3-dicarbonyl compounds by

Assembly of organosilver coordination frameworks with polycyclic benzenoid aromatic ethynide ligands

Abstract In a series of nine silver(I) complexes synthesized with ethynyl-functionalized condensed-ring benzenoid aromatics, the terminal ethynide group is invariably inserted into an argentophilic Agn (n = 4-5) basket, leading to the generation of coordination chains or multinuclear metallocycles via silver-aromatic interaction and strong face-to-face aromatic π-π stacking interaction. The coordination preferences of the ethynide ligand with respect to the size of the aromatic nucleus proved to be dominant factors in directing the construction of multi-dimensional organosilver(I) networks, which are consolidated by weak intermolecular interactions in supramolecular assembly.

Palladium-catalyzed cross-alkynylation of aryl bromides by sodium tetraalkynylaluminates

Sodium tetraalkynylaluminates (1-4), prepared from NaAlH4 and terminal alkynes, cross-couple with aryl bromides in the presence of Pd(0) and Pd(II) catalysts. The reactions take place in boiling THF or DME. The process is applicable to both hom

Synthesis of substituted [6]phenacenes through Suzuki-Miyaura coupling of polyhalobenzene with alkenylboronates and sequential intramolecular cyclization via C-H bond activation

A series of substituted [6]phenacenes were synthesized through the Suzuki-Miyaura coupling and intramolecular double cyclization, using a polyhalobenzene and two different alkenylboronates. This methodology provides a direct route to unsymmetrical [6]phenacenes. The physicochemical properties of four [6]phenacenes were evaluated using UV-vis and fluorescence spectroscopies as well as cyclic voltammetry.