1112-66-9

Usage

Uses

Used in Chemical Industry:
TETRAALLYLSILANE is used as an intermediate for the synthesis of dendrimers, which are highly branched, monodisperse macromolecules with a wide range of applications in various fields, including drug delivery, catalysis, and nanotechnology.
Used in Nanotechnology:
TETRAALLYLSILANE is used as a precursor in the synthesis of various nanomaterials, such as nanoparticles and nanowires, due to its ability to form stable silane-based compounds.
Used in Drug Delivery:
TETRAALLYLSILANE is used as a component in the development of drug delivery systems, such as dendrimers, which can improve the solubility, stability, and bioavailability of therapeutic agents.
Used in Catalysts:
TETRAALLYLSILANE is used as a catalyst or catalyst support in various chemical reactions, such as hydrosilylation and cross-coupling reactions, due to its ability to form stable metal-silane complexes.

InChI:InChI=1/C12H20Si/c1-5-9-13(10-6-2,11-7-3)12-8-4/h5-8H,1-4,9-12H2

Upstream product

• 106-95-6 allyl bromide 
• 101519-12-4 sodiumtris(benzene-1,2 diolato)silicate 
• 1730-25-2 allylmagnesium bromide 
• 10026-04-7 tetrachlorosilane 
• 556-56-9 allyl iodid 
• 107-37-9 allyltrichlorosilane 
• 107-05-1 3-chloroprop-1-ene 
• 3052-45-7 allyllithium 
• 2622-05-1 allylmagnesium bromide 
• 1174-72-7 tetraphenoxysilane 
• 346713-20-0 allylsamarium bromide 
• 130517-95-2 (E)-N-(benzo[d][1,3]dioxol-5-ylmethylene)-1-phenylmethanamine 
• 762-72-1 allyl-trimethyl-silane 

Downstream Products

• 669081-21-4 (4S,1'S)-3-(1'-(3,4-dimethoxyphenyl)but-3'-enylamino)-4-phenylmethyloxazolidin-2-one 
• 206768-81-2 (R)-benzyl-(1-phenyl-but-3-enyl)-amine 

Relevant academic research and scientific papers

Synthesis of Dodecaallylhexasilacyclohexane and Its Convertibility

Dodecaallylhexasilacyclohexane 4, which would be a stable precursor for a variety of hexasilacyclohexane derivatives, was synthesized by the reaction of [pedeta·SiH2Cl]2[Si6Cl12·2Cl] (1) with allylmagnesium bromide. In addition, an effective synthetic route of dodecachlorohexasilacyclohexane 3 from trichlorosilane was found. Deallylmethoxylation of 4 with catalytic amount of iodine and methanol yielded dodecamethoxyhexasilacyclohexane 5 almost quantitatively, but was found to be highly sensitive toward water. Herein, we report the first spectroscopical and structural data of 5.

Synthesis of carbosilane dendrimers with variable distance between branching nodes

A principal possibility to synthetically control the distance between the branching nodes of poly(propenylsilane) dendrimer molecules has been shown. This was achieved by performing a relatively simple procedure-adding to the classic dendrimer building process a stage involving a bifunctional reagent: dimethylchlorosilane. As a result two series of carbosilane dendrimers with doubled node-to-node distance, from previously achieved, were synthesized which differed by the distribution pattern of terminal allyl groups. A sixth generation dendrimer with varied node-to-node distance in the core and periphery had been synthesized. These compounds were isolated by preparative LC and were characterized by 1H, 13C, and 29Si NMR, mass spectroscopy, and GPC. Their characteristic viscosities and hydrodynamic diameters were identified. A comparative analysis of properties of synthesized dendrimers and their counterparts from half the distance between the branch nodes had been performed.

Silane Dendrimers

A wide variety of silane dendrimers with up to 972 and groups has been synthesised in excellent yields using repetitive alkenylation-hydrosilylation cycles.

METHOD FOR PRODUCING TETRAALKENYLSILANE

PROBLEM TO BE SOLVED: To provide an efficient method for producing a tetraalkenylsilane with improved production efficiency per unit volume of a reactor. SOLUTION: Provided is a method for producing a tetraalkenylsilane represented by general formula (3), comprising reacting an alkenyl trihalosilane represented by general formula (1) (in the formula, X represents a halogen atom and n represents an integer of 0 to 16. The same holds for general formulas (2) and (3)) with a Grignard compound represented by general formula (2). SELECTED DRAWING: None COPYRIGHT: (C)2020,JPOandINPIT

RECYCLABLE METATHESIS CATALYSTS

Highly active, recoverable and recyclable transition metal-based metathesis catalysts and their organometallic complexes including dendrimeric complexes are disclosed, including a Ru complex bearing a 1,3-dimesityl-4,5-dihydroimidazol-2-ylidene and styrenyl ether ligand. The heterocyclic ligand significantly enhances the catalytic activity, and the styrenyl ether allows for the easy recovery of the Ru complex. Derivatized catalysts capable of being immobilized on substrate surfaces are also disclosed. The present catalysts can be used to catalyze ring-closing metathesis (RCM), ring-opening (ROM) and cross metatheses (CM) reactions, and promote the efficient formation of various trisubstituted olefins at ambient temperature in high yield.

NOVEL SILICON COMPOUND AND POLYMER

PROBLEM TO BE SOLVED: To provide novel silicon compounds and polymers. SOLUTION: This invention provides a compound represented by the following chemical formula (1), where Z is an allyl group, Ar is an aromatic hydrocarbon group, all or part of hydrogen atoms on an aromatic ring of the aromatic hydrocarbon group may be replaced by a halogen atom or an alkyl group having 1-8 carbon atoms, m is an integer of 1-4, n is an integer of 0-3, m+n=4, and if n is 2-3, a plurality of Ars may be the same or different. COPYRIGHT: (C)2016,JPOandINPIT

RECYCLABLE METATHESIS CATALYSTS

Highly active, recoverable and recyclable transition metal-based metathesis catalysts and their organometallic complexes including dendrimeric complexes are disclosed, including a Ru complex bearing a 1,3-dimesityl-4,5-dihydroimidazol-2-ylidene and styrenyl ether ligand. The heterocyclic ligand significantly enhances the catalytic activity, and the styrenyl ether allows for the easy recovery of the Ru complex. Derivatized catalysts capable of being immobilized on substrate surfaces are also disclosed. The present catalysts can be used to catalyze ring-closing metathesis (RCM), ring-opening (ROM) and cross metatheses (CM) reactions, and promote the efficient formation of various trisubstituted olefins at ambient temperature in high yield.

Controlled introduction of allylic group to chlorosilanes

Allylation of chlorosilanes has been achieved with allylsamarium bromide, especially in a controlled manner. Thus allylation of trisubstituted chlorosilanes (R3SiCl) afforded a variety of aryl, aralkyl, and alkenyl substituted allylsilanes. Dichlorosilanes (R2SiCl2) can either afford monoallylated silanes or diallylated silanes depending on the amount of allylsamarium bromide used. Similarly, trichlorosilanes (RSiCl3) can selectively afford mono-, di-, and tri-allylation products. Finally, perchlorosilane (SiCl4) was allylated stepwise and the corresponding silanes containing one, two, three or four allylic groups, respectively, were obtained in satisfactory yields.

The First Catalytic Asymmetric Allylation of Imines with the Tetraallylsilane-TBAF-MeOH System, Using the Chiral Bis-π-allylpalladium Complex

The asymmetric allylation of imines with use of catalytic transition metals with chiral ligands should be a new frontier of the enantioselective C-C bond formation. So far allyltrimethylsilane, allyltrichlorosilane, and allyltrimethoxysilane have been commonly employed with use of either silane activators or dual silane-imine activators. However, tetraallylsilane is untouched in the allylation of aldimines. The first allylation of aldimines with the tetraallylsilane-TBAF-MeOH system with use of the bis-π -allylpalladium catalyst under catalytic, non-Lewis acid, essentially neutral and very mild reaction conditions has been achieved. The reaction is triggered by dual activation/promotion by TBAF and MeOH in which the fluoride anion activates the C-Si bond cleavage and MeOH promotes the facile protonation of intermediate palladium amide. Thus, the synthesis of chiral homoallylamines is achieved in a shorter reaction time and higher yields and enantioselectivities through an efficient, general, and reproducible allylation protocol for imines.

Efficient and recyclable monomeric and dendritic Ru-based metathesis catalysts

Several highly active, recoverable and recyclable Ru-based metathesis catalysts are presented. The crystal structure of Ru complex 5, beating a 1,3-dimesityl-4,5-dihydroimidazol-2-ylidene and styrenyl ether ligand is disclosed. The heterocyclic ligand significantly enhances the catalytic activity, and the styrenyl ether allows for the easy recovery of the Ru complex. Catalyst 5 promotes ring-closing metathesis (RCM) and the efficient formation of various trisubstituted olefins at ambient temperature in high yield within 2 h; the catalyst is obtained in >95% yield after silica gel chromatography and can be used directly in subsequent reactions. Tetrasubstituted olefins can also be synthesized by RCM reactions catalyzed by 5. In addition, the synthesis and catalytic activities of two dendritic and recyclable Ru-based complexes are disclosed (32 and 33). Examples involving catalytic ring-closing, ring-opening, and cross metatheses are presented where, unlike monomer 5, dendritic 33 can be readily recovered.