4968-91-6

Upstream product

• 32796-95-5 1,2-dimethylenebenzene 
• 909792-50-3 methyl [2-{(trimethylsilyl)methyl}phenyl]methyl carbonate 
• 51608-60-7 N-(benzylidene)-p-methylbenzenesulfonamide 
• 57754-01-5 2-[(trimethylsilyl)methyl]benzyl alcohol 
• 100642-59-9 benzyl>acetate 
• 13209-15-9 1,2-bis(dibromomethyl)benzene 
• 78808-36-3 1,2-bis[(phenylseleno)methyl]benzene 
• 100-42-5 styrene 
• 91-13-4 α,α'-dibromo-o-xylene 
• 73331-49-4 trimethylammonium chloride 
• 83781-47-9 trimethyl<2-<(trimethylsilyl)methyl>benzyl>ammonium iodide 

Downstream Products

• 5707-26-6 1,2-bis(2-(iodomethyl)phenyl)ethane 
• 101743-06-0 Di-o-xylyl-acetat 
• 952-80-7 1,2-bis(2-methylphenyl)ethane 
• 101747-19-7 Di-o-xylyl-methylaether 
• 1460-59-9 5,6,11,12-tetrahydro-dibenzo[a,e]cyclooctene 
• 16814-26-9 bis(2-methylbenzyl) ether 

Relevant academic research and scientific papers

2-[(Trimethylsilyl)methyl]benzyl methanesulfonates: Useful precursors for the generation of o -quinodimethanes

2-[(Trimethylsilyl)methyl]benzyl methanesulfonates react with potassium fluoride in the presence of a catalytic amount of 18-crown-6 at room temperature to give o-quinodimethanes, which are trapped with electron-deficient olefins to afford [4+2] cycloadducts in good yields. Georg Thieme Verlag Stuttgart New York.

[4+2] Cycloaddition of o-xylylenes with imines using palladium catalyst

(Chemical Equation Presented) The cycloaddition of o-(silylmethyl)benzylic carbonates with imines proceeded in the presence of the Pd(η3- C3H5)Cp-DPPPent catalyst, affording the tetrahydroisoquinolines in good to high yiel

Potassium fluoride-induced 1,4-elimination of o-[(trimethylsilyl)methyl] benzyl acetates: A versatile generation of o-quinodimethanes

o-Quinodimethane interemediate was generated from o-[(trimethylsilyl) methyl]benzyl acetate with potassium fluoride. The o-quinodimethane in hand reacted with electron-deficient olefins, affording [4+2] cycloadducts, tetrahydronaphthalenes. Copyright

Reaction of trialkyl(dibromomethyl)silanes or 1,2-bis(dibromomethyl)benzene with triorganomanganates. A facile and selective synthesis of alkenylsilanes and 1,2-diaryl-1,2-dihydrobenzocyclobutenes

Treatment of trialkyl(dibromomethyl)silanes with trialkylmanganates, derived from manganese(II) chloride and three molar amounts of Grignard reagents or alkyllithiums, provided (E)-1-trialkylsilyl-1-alkenes with high stereoselectivity in good yields. The reaction of trialkyl(dibromomethyl)silanes with alkylmagnesium halides proceeded in the presence of a catalytic amount of manganese(II) chloride. Treatment of 1,2-bis(dibromomethyl)benzene with triphenylmanganate gave 1,2-diphenyl-1,2-dihydrobenzocyclobutene.

Determination of the photochemical efficiency of o-quinodimethane ring closure in room-temperature solutions by using time-delayed, two-color photolysis technique

Photochemical efficiency of o-quinodimethane (3) ring closure at room temperature was determined by using a time-delayed, two-color photolysis technique. o-Quinodimethane (3) was generated by the photolysis of 1,2- bis[(phenylseleno)methyl]benzene (1) by a KrF (248 nm) laser pulse and thus- generated 3 was photolyzed by a subsequent XeCl (308 nm)/XeF (351 nm) laser pulse with varying delay time of 0 to 3 s. The time profile of 3 was monitored by the chemical analyses of benzocyclobutene (5) (a photochemical product of 3), which was formed by a one-photon process, and the spiro dimer of 3 (4) (a thermal product of 3) in the two-color photolysis experiments. The time profile of 3 followed a second-order decay kinetics. The photochemical efficiency was obtained by the analysis of the delay-time dependence of the product yields; those of the consumption of 3 and the conversion 3 → 5 by a single pulse of the excimer laser were 81% and 5.7% for the XeCl laser, and 73% and 2.3% for the XeF laser. This difference was attributed to the different excited states involved in the photolysis. In contrast to the photolysis of 3 in argon or rigid organic matrixes, it was revealed that photochemical conversion 3 → 5 was not the main path in the solutions, and intermolecular reactions predominated.

1,1-, 1,2-, and 1,4-eliminations from the corresponding dihalogenated compounds using Bu3SnSiMe3-F-

The stannyl anion 2, generated from Me3SiSnBu3(1)6 in the presence of R4NX, CsF or TASF [(Et2N)3SSiMe3F2]7 in DMF under very mild conditions, was used for 1,1-, 1,2-,or 1,4-elimination of an aryl or vinyl halide with an appropriate leaving group at the α-, β-, or δ-position of halogen. Thus, alkylidene carbene 8 is generated from 1,1-dibalo-alkene 6 or 7 and benzyne 10 is generated from 1,2-dibromobenzene 9 and an o-quinodimethane 12 was produced from α,α'-dibromoxylene 11a.

Utilization of Me3SiSnBu3 in organic synthesis. Generation of o-quinodimethane from α,α'-dibromo-o-xylene and Me3SiSnBu3-CsF

The reaction of α,α'-dibromo-o-xylene with stannyl anion generated from Me3SiSnBu3 and CsF or TASF [(Et2N)3S+SiMe3F2-] in the presence of dienophiles afforded the [4 + 2] cyclization products in good to moderate yields.