682356-47-4

Upstream product

• 6303-59-9 (E)-4-(2-bromo-vinyl)-anisole 
• 1461-22-9 tributyltin chloride 
• 7439-95-4 magnesium 
• 106-93-4 ethylene dibromide 
• 768-60-5 4-methoxyphenylacetylen 
• 203176-36-7 1-bromo-2-(o-methoxyphenyl)ethylene 
• 617-86-7 triethylsilane 
• 688-73-3 tri-n-butyl-tin hydride 
• 17955-46-3 trimethylsilyltributyltin 

Downstream Products

• 174535-19-4 (E)-p-methoxystyryl-lead triacetate 
• 39769-24-9 (E)-4-fluoro-4'-methoxystilbene 
• 271-89-6 1-benzofurane 
• 174535-20-7 (E)-o-methoxystyryl-lead triacetate 
• 174535-20-7 (Z)-o-methoxystyryl-lead triacetate 
• 1357181-50-0 4-ethoxycarbonyl-6-(4-methoxyphenyl)-1-(p-toluenesulfonyl)-1,6-dihydropyridin-2(3H)-one 
• 1357181-40-8 (2E,4E)-3-ethoxycarbonyl-5-(4-methoxyphenyl)-N-(p-toluenesulfonyl)-2,4-pentadienamide 
• 1694-19-5 E-1-(phenyl)-2-(4'-methoxyphenyl)ethene 

Relevant academic research and scientific papers

Illuminating Stannylation

We have developed photoboosted stannylation reactions of terminal alkynes (linear-selective hydrostannylation) and fluoroarenes (defluorostannylation), in which the stannyl anion is photoexcited to an excited triplet (T1) stannyl diradical species. This u

ORGANIC SEMICONDUCTING MATERIAL AND ITS SYNTHESIS AND ORGANIC SEMICONDUCTING COMPONENT WITH THE MATERIAL

New absorbing materials of formula (I) for use in organic semiconducting components:

Magnesium-Catalyzed Stereoselective Hydrostannylation of Internal and Terminal Alkynes

A regio- and stereoselective magnesium-catalyzed hydrostannylation of internal and terminal alkynes has been developed. Excellent yields and selectivities are obtained for a wide range of terminal and internal symmetrical and unsymmetrical alkynes by usin

Heterobimetallic control of regioselectivity in alkyne hydrostannylation: Divergent syntheses of α-A nd (E)-β-vinylstannanes via cooperative Sn-H bond activation

Cooperative Sn-H bond activation of hydrostannanes (Bu3SnH) by tunable heterobimetallic (NHC)Cu-[MCO] catalysts ([MCO] = FeCp(CO)2 or Mn(CO)5) enables the catalytic hydrostannylation of terminal alkynes under mild conditions, with Markovnikov/anti-Markovnikov selectivity controlled by the Cu/M pairing. By using the MeIMesCu-FeCp(CO)2 catalyst, a variety of α-vinylstannanes were produced from simple alkyl-substituted alkynes and Bu3SnH in high yield and good regioselectivity; these products are challenging to access under mononuclear metal-catalyzed hydrostannylation conditions. In addition, reversed regioselectivity was observed for aryl-substituted alkynes under the Cu/Fe-catalyzed conditions, affording the (E)-β-vinylstannanes as major products. On the other hand, by using the IMesCu-Mn(CO)5 catalyst, a variety of (E)-β-vinylstannanes were produced from primary, secondary, and tertiary alkyl-substituted alkynes, thus demonstrating divergent regioselectivity for alkyne hydrostannylation controlled by Cu/Fe vs Cu/Mn pairing. Both methods are amenable to gram-scale vinylstannane synthesis as well as late-stage hydrostannylation in a natural-product setting. Mechanistic experiments indicate the syn addition of Bu3SnH to the alkynes and imply the involvement of Sn-H bond activation in the rate-determining step. Two distinct catalytic cycles were proposed for the Cu/Fe and Cu/Mn catalysis based on stoichiometric reactivity experiments.

Z-Selective Hydrostannylation of Terminal and Internal C-C Triple Bonds Initiated by the Trityl Cation

A metal-free method for the anti-addition of n-Bu3SnH across terminal and internal alkynes, including related α,β-unsaturated carboxyl compounds, is reported. The reaction is initiated by the trityl salt [Ph3C]+[B(C6F5)4]- and proceeds through β-tin-stabilized vinyl cations. Their reduction by hydride transfer from n-Bu3SnH explains the high Z-selectivity in the formation of the vinyl stannanes.

Novel catalyst system for hydrostannation of alkynes

A catalyst system was developed for the highly regio-and stereoselective hydrostannation of a range of alkynes with tributylstannane under mild conditions. The active catalytic species was generated from a stable diruthenium complex by illuminating household fluorescent light (30 W) at room temperature.

Lewis acid-catalyzed hydrometalation and carbometalation of unactivated alkynes

Hydrosilylation, hydrostannation, carbosilylation, and carbostannation of unactivated alkynes with organosilanes, or organostannanes proceed effectively in the presence of catalytic amounts of Lewis acids to produce the corresponding vinylsilyl or vinylst

Hydrostannation of C-C multiple bonds with Bu3SnH prepared in situ from Bu3SnCl and Et3SiH in the presence of Lewis acid catalysts

A number of alkynes 5, allene 11 and alkene 13 smoothly underwent hydrostannation with tributyltin hydride 1, prepared in situ from tributylchlorostannane 6 and triethylsilane 7 in the presence of catalytic amounts of Lewis acids.