58207-97-9

Usage

Uses

Used in Organic Synthesis:
Tributyl[(1E)-2-(trimethylsilyl)ethenyl]stannane is used as a reagent in the Pd0-catalyzed cross-coupling of vinyl and aryl halides or triflates. This reaction is crucial for the formation of carbon-carbon bonds, which are essential in constructing complex organic molecules and pharmaceuticals.
Used as a Source of β-trimethylsilylvinyllithium:
Tributyl[(1E)-2-(trimethylsilyl)ethenyl]stannane serves as a precursor for the generation of β-trimethylsilylvinyllithium, a valuable organometallic compound. Tributyl[(1E)-2-(trimethylsilyl)ethenyl]stannane can be used in various synthetic applications, such as the formation of new carbon-carbon bonds and the functionalization of organic molecules.
Used in Chemical Research:
Due to its unique structure and reactivity, Tributyl[(1E)-2-(trimethylsilyl)ethenyl]stannane is also utilized in chemical research to explore new reaction pathways, develop innovative synthetic methods, and understand the underlying mechanisms of various organic transformations.

Preparation

bis(tri-n-butylstannyl)ethylene is treated successively with molar equivalents of n-butyllithium and chlorotrimethylsilane to give (E)-1-tri-n-butylstannyl-2- trimethylsilylethylene.

Upstream product

• 688-73-3 tri-n-butyl-tin hydride 
• 1066-54-2 trimethylsilylacetylene 
• 4226-01-1 tri-n-butyltin lithium 
• 917-54-4 methyllithium 
• 75-77-4 chloro-trimethyl-silane 
• 74-86-2 acetylene 

Downstream Products

• 159351-39-0 4-(E-1-hydroxy-3-trimethylsilylprop-2-enyl)phenyl acetate 
• 130267-88-8 1-(phenylseleno)-2-(trimethylsilyl)ethene 
• 76999-37-6 2,5,5-Trimethyl-3-((E)-2-trimethylsilanyl-vinyl)-cyclohex-2-enone 
• 159351-38-9 4-(E-1-hydroxy-3-trimethylsilylprop-2-enyl)phenyl-2,2-dimethylpropanoate 
• 130737-55-2 (E)-1-[(S)-1-(Toluene-4-sulfonyl)-pyrrolidin-2-yl]-3-trimethylsilanyl-propenone 
• 119046-50-3 (E)-5-Benzyloxy-1-trimethylsilanyl-pent-1-en-3-ol 
• 174760-55-5 (E)-(3R,4S)-4-(Benzyl-trimethylsilanylmethyl-amino)-1-trimethylsilanyl-pent-1-en-3-ol 
• 70737-22-3 ((E)-2-iodoethenyl)(trimethyl)silane 
• 209529-90-8 N-{2-[4-Hydroxy-2-((E)-2-trimethylsilanyl-vinyl)-phenylsulfanyl]-ethyl}-acetamide 
• 261177-34-8 3-[2'-trimethylsilylethenyl]acetanilide 
• 261177-33-7 N-{2-[(E)-2-(trimethylsilyl)ethenyl]phenyl}acetamide 
• 208253-08-1 2-(2-(trimethylsilyl)ethenyl)-3-methyl-2-cyclohexen-1-one 
• 952156-31-9 [(E)-2-(2-bromocyclohex-1-enyl)vinyl]trimethylsilane 
• 542813-53-6 [(E)-3-(4-Bromo-phenyl)-propenyl]-trimethyl-silane 

Relevant academic research and scientific papers

ARYLALKYL ESTERS OF 4-AMINO-6-(SUBSTITUTED PHENYL)-PICOLINATES AND 6-AMINO-2-(SUBSTITUTED PHENYL)-PYRIMIDINECARBOXYLATES AND THEIR USE AS SELECTIVE HERBICIDES FOR CROPS

Arylalkyl esters of 4-aminopicolinic acids and 6-amino-4-pyrimidinecarboxylates are herbicides for control of weeds especially those species common to rice and wheat cropping systems and in pasture management programs.

6-AMINO-2-SUBSTITUTED-5-VINYLSILYLPYRIMIDINE-4-CARBOXYLIC ACIDS AND ESTERS AND 4-AMINO-6-SUBSTITUTED-3-VINYLSILYLPYRIDINE-2-CARBOXYLIC ACIDS AND ESTERS AS HERBICIDES

6-Amino-2-substituted-5-vinylsilylpyrimidine-4-carboxylates and 4-amino-6-substituted-3-vinylsilylpyridine-picolinates and their amine and acid derivatives are potent herbicides demonstrating a broad spectrum of weed control

A new synthesis of iron(0) vinylketene complexes

Reaction of vinyllithium reagents generated from vinylstannanes [(E)-RCH=CHSnBu3 (R = Ph, SiPh3, SiMe3, n-C5H11), 1a-d] with [Fe(CO)4L] (L = CO, PPh3) followed by an ethyl triflu

Stannyl-cupration of Acetylenes and the Reaction of the Intermediate Cuprates with Electrophiles as a Synthesis of Substituted Vinylstannanes

Stannyl-cupration of acetylenes followed by electrophilic attack with a variety of electrophiles gives E-vinylstannanes.These can be used either to form acetylenes, thus achieving overall the addition of an ethynyl group, or to form carbon-carbon bonds in Stille reactions.

The Stannyl-Cupration of Acetylenes and the Reaction of the Intermediate Cuprates with Electrophiles as a Synthesis of Substituted Vinylstannanes

Stannyl-cupration of acetylenes followed by electrophilic attack with a variety of electrophiles gives vinylstannanes.

Cyclopentenone annulation reaction using (E)-1-(phenylseleno)-2-(trimethylsilyl)ethene

Reaction of (E)-1-(phenylseleno)-2-(trimethylsilyl)ethene (1) with 1-cyclopentenoyl chloride (2) in the presence of Lewis acid gave 1-phenylselenobicyclo]3.3.0]oct-3-en-2-one (3). When the reaction was carried out at low temperature, Z-1-(1'-cyclopentenyl

Regioselective Hydrostannation of Terminal Acetylenes under Transition Metal Catalysis

Rhodium complexes (RhClL3, RhCl(CO)L2, 2; L = PPh3) catalyze hydrostannation of terminal acetylenes (RCCH; R = Ph, Me3Si, R1OC(R2)R3), and R1OCH2CH2; R1 = THP, OAc; R1, R