17557-09-4

Usage

InChI:InChI=1/C14H26Si2/c1-15(2,3)11-13-7-9-14(10-8-13)12-16(4,5)6/h7-10H,11-12H2,1-6H3

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 623-25-6 p-Xylylene dichloride 
• 106-46-7 para-dichlorobenzene 
• 13170-43-9 (trimethylsilyl)methylmagnesium chloride 
• 106-39-8 bromochlorobenzene 
• 1822-00-0 trimethylsilylmethyllithium 
• 106-42-3 para-xylene 
• 623-24-5 1,4-bis(bromomethyl)benzene 
• 57246-14-7 Tetraethyl 1,4-phenylene bis(phosphate) 
• 2808-80-2 4-methyl-1-methylidenecyclohexane 

Downstream Products

• 17557-10-7 α,α,α',α'-tetrakis(trimethylsilyl)-1,4-xylol 
• 62347-04-0 4-Trimethylsilylmethyl--benzol 

Relevant academic research and scientific papers

Delocalized Dicarbanions and Higher Delocalized Carbanions

Simple routes to four new dianions with high resonance energy per atom (REPA) and improved preparations for several other di- and trianions are given.REPA is calculated for delocalized dicarbanions and higher delocalized carbanions which have been prepare

Di(lithiomethyl)benzenes from di(chloromethyl)benzenes by a DTBB-catalysed lithiation under Barbier-type conditions

The reaction of 1,2-, 1,3- and 1,4-di(chloromethyl)benzenes (1a-c) and different electrophiles [Pr(i)CHO, Bu(t)CHO, PhCHO, (CH2)5CO, PhCOMe, Me3SiCl] with an excess of lithium powder and a catalytic amount of DTBB (4 mol%)

Murahashi Cross-Coupling at ?78 °C: A One-Pot Procedure for Sequential C?C/C?C, C?C/C?N, and C?C/C?S Cross-Coupling of Bromo-Chloro-Arenes

The coupling of organolithium reagents, including strongly hindered examples, at cryogenic temperatures (as low as ?78 °C) has been achieved with high-reactivity Pd-NHC catalysts. A temperature-dependent chemoselectivity trigger has been developed for the selective coupling of aryl bromides in the presence of chlorides. Building on this, a one-pot, sequential coupling strategy is presented for the rapid construction of advanced building blocks. Importantly, one-shot addition of alkyllithium compounds to Pd cross-coupling reactions has been achieved, eliminating the need for slow addition by syringe pump.

Main Group Conjugated Organic Anion Chemistry. 3. Application of Magnesium-Anthracene Compounds in the Synthesis of Grignard Reagents

Reaction of magnesium-arene compounds, , 1, and some silylanthracene, and/or tertiary amine analogues, with benzylic and allylic chlorides or bromides, and (Me3Si)3CCl, afford Grignard reagents, RMgX, in modest to high yield for chlorides and negligible to high yield for the bromides, in THF, toluene, and hexane at -10 to 20 deg C.Novel benzylic-type Grignard reagents prepared in high yield include those of 9-(chloromethyl)anthracene, 2-(chloromethyl)pyridine and 8-(chloro(or bromo)methyl)quinoline, and poly-Grignard reagents derived from 1,8-bis(chloromethyl)naphthalene, 2,2'-bis(chloromethyl)-1,1'-binaphthyl, and 1,3,5,-tris(chloro(or bromo)methyl)benzene.Grignard reagent formation occurs via electron-transfer reactions.Aryl and alkyl halides yield mainly products derived from addition of the halide across the 9,10-positions of the anthracenes, via nucleophilic substitution or collapse of a diradical cage 2+, (anthracene)-anion radical, RX-anion radical.>

The Metallation-Elimination Reaction, II. Monocyclic Anions and Polyanions

Equimolar mixtures of n-butyllithium and potassium tert-amyloxide effect metallation and metal hydride elimination of cyclic olefins directly to give conjugated anions and polyanions in a single operation. 1-Methyl-1-cycloalkenes or methylenecycloalkanes are particularly well suited and give highly unsaturated products.Odd-membered rings eliminate better than their even-membered counterparts, and eight-membered rings eliminate particularly slowly.Reactions with methyl iodide and trimethylsilyl chloride proceed smoothly in high yield.

NICKEL-CATALYZED CROSS-COUPLING OF ARYL PHOSPHATES WITH GRIGNARD AND ORGANOALUMINIUM REAGENTS. SYNTHESIS OF ALKYL-, ALKENYL-, AND ARYLBENZENES FROM PHENOLS

Aryl phosphates derived from phenols were converted into alkyl-, alkenyl-, and aryl-benzenes in high yields by cross-coupling with various kinds of Grignard and organoaluminium reagents in the presence of nickel(II) catalysts.