21890-32-4

Usage

Uses

Used in Organic Synthesis:
Tetrakis(phenylethynyl)stannane is used as a reagent for the introduction of the phenylethynyl group into various organic compounds. Its reactivity allows for the efficient synthesis of a wide range of organic molecules, making it a valuable tool in the field of organic chemistry.
Used in Materials Science:
In the field of materials science, tetrakis(phenylethynyl)stannane is used as a component in the preparation of tin-based materials. These materials have potential applications in electronic and optoelectronic devices, owing to their unique properties derived from the incorporation of the phenylethynyl groups.
Used in Electronic Devices:
Tetrakis(phenylethynyl)stannane contributes to the development of electronic devices by enabling the creation of advanced materials with improved electronic properties. Its use in this industry is driven by the need for innovative materials that can enhance the performance and efficiency of electronic components.
Used in Optoelectronic Devices:
The optoelectronic industry also benefits from the use of tetrakis(phenylethynyl)stannane, as the materials derived from tetrakis(phenylethynyl)stannane can be employed in the development of optoelectronic devices with enhanced light-emitting, sensing, or energy conversion capabilities.
Safety Precautions:

Upstream product

• 21941-96-8 tetrakis(N,N-diethylamino)tin(IV) 
• 536-74-3 phenylacetylene 
• 1004-22-4 phenylethynylsodium 
• 7646-78-8 tin(IV) chloride 
• 4440-01-1 lithium phenylacetylide 
• 4440-01-1 lithium phenylacetylide 
• 6738-06-3 phenylethynylmagnesium bromide 
• 7440-31-5 tin 
• 932-88-7 1-iodo-2-phenylethyne 

Downstream Products

• 220835-83-6 isopropyltris(phenylethynyl)tin 
• 221554-76-3 (C₆H₅C₂)2Sn(C₃H₇)2 
• 21890-23-3 methyltris(phenylethynyl)tin 
• 3912-89-8 di(phenylethyn-1-yl)dimethylstannane 
• 1817-57-8 4-phenyl-3-butyne-2-one 
• 220835-84-7 tertbutyltin tri(phenylacetylide) 
• 5054-48-8 Dibutyl-bis-phenylaethinyl-zinn 
• 21890-28-8 n-butyltris(phenylethynyl)tin 
• 221554-77-4 4-(4-styryl)butyltris(phenylethynyl)tin 
• 5923-10-4 4-methyl-1-phenylpent-1-yn-3-one 
• 14252-32-5 1-phenyl-hex-1-yn-3-one 
• 671796-41-1 3-[(4-tert-butyl)phenyl]-1-phenylprop-2-yn-1-one 
• 7338-94-5 1,3-diphenyl-2-propynone 
• 24475-94-3 1-(3-methoxyphenyl)-3-phenylprop-2-yn-1-one 

Relevant academic research and scientific papers

Reaction of 1-Iodoalkynes with Tin Metal: A New Approach to the Sn–C sp Bond Formation

Abstract: Tin iodoalkynylides were synthesized by the reaction of 1-iodoalkynes with tin metal. The scope of the reaction and the composition of the resulting mixtures were studied. The formation of tin iodoalkynylides was confirmed by counter synthesis v

Tetraalkynylstannanes in the Stille cross coupling reaction: a new effective approach to arylalkynes

The Stille-type cross coupling reaction with tetraalkynylstannanes was studied in detail for the first time. The reaction provides a simple and effective route towards a variety of arylalkynes. The advantages and limitations of the proposed procedure are discussed.

A reaction of tin tetra(N,N-diethylcarbamate) with phenylacetylene as a new route to tetra(phenylethynyl)tin

A reaction of tin tetra(N,N-diethylcarbamate) with phenylacetylene afforded tetra-(phenylethynyl)tin in 77% yield. The reaction can be promoted by Lewis acids.

Organosubstituted 1,1'-Spirobisiloles and 1,1'-Spirobigermoles by Fourfold Organoboration of Tetra-1-alkynylsilanes and -germanes

Si(CCR)4 R)4 nonatetraenes via the mono- and bisethyloboration compounds 3 or 4 (e.g. 3b, 4c) with different rates: Ge >> Si; Me > Ph.For comparison, compounds Sn(CR)4 react with Et3B in the absence of a solvent to mixtures of various spirotin compounds (5f, 5g, 6f, 8f, 9g, 10g, 11g) of which only 9g (R = Ph) corresponds to the spirosilanes and -germanes.This is the result of effective competition between intramolecular and intermolecular organoboration in the case of the tetra-1-alkynyltin compounds.The protodeborylation of 1a, b and 2d, e with MeCO2H leads to 12a, b and 13d, e, respectively. 12a isomerises by UV irradiation to allyl isomers 12a'.From 12a with 2 equiv. of maleic anhydride the 1:2 addition compound 14a is obtained, the autaddition of 12a, d leads to 15a, d.Spiro compound 12a reacts with (OC)5Fe or CpCo(C2H4)2 to give the cyclodiastereomeric η4-complexes 2-12a (16a1-a4; X-ray structure analysis of meso-16a1), (OC)3Fe-12a (17a) and (CpCo)2-12a (18a1-a4). - All products were characterized by multinuclear NMR, including measurements of the coupling constants 1J(13C13C), 2J(29Si29Si), nJ(29Si13C) and nJ(119Sn13C). Key Words: Silanes, tetra-1-alkynyl- / Germanes, tetra-1-alkynyl- / 1,1-Ethyloboration, intermolecular / 1,1-Vinyloboration, intramolecular / Spirosilanes / Spirogermanes / Protodeborylation / Transition metals, η4-complexes of

Direct Formation of Reactive Alkynyltrichlorotins from 1-Alkynes, SnCl4, and Bu3N. A Mild Alkynylation Reagent of Aldehydes, Acetals, and Enones

A reagent system of 1-alkyne, SnCl4, and Bu3N alkynylates aldehydes, acetals,and enones under mild reaction conditions giving acetylenic alcohols, acetylenic ethers, and acetylenic ketones, respectively, in high yields.Alkynyltrichlorotins are shown to be