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1-aminomorpholine
1,2-dimethyl-1,1,2,2-tetraphenyldisilane
A
methyldiphenylsilane
B
1-morpholine
Conditions | Yield |
---|---|
With potassium hydride In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide for 72h; Ambient temperature; | A 96% B 93% |
methoxy(methyl)diphenylsilane
methyldiphenylsilane
Conditions | Yield |
---|---|
With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium tetrahydroborate; ethyl bromide; tetraoctyl ammonium bromide In benzene-d6 at 20℃; for 24h; Reagent/catalyst; Solvent; | 92% |
chloromethyldiphenylsilane
A
methyldiphenylsilane
B
1,2-dimethyl-1,1,2,2-tetraphenyldisilane
Conditions | Yield |
---|---|
Stage #1: chloromethyldiphenylsilane In tetrahydrofuran at 30℃; for 10h; Stage #2: With hydrogenchloride In 1,4-dioxane | A 91% B 5% |
With aluminium trichloride 1) electrolysis; Yield given. Multistep reaction. Yields of byproduct given; |
Conditions | Yield |
---|---|
With 1,3-dimethyl-2-imidazolidinone; sodium hexamethyldisilazane In tetrahydrofuran at 185℃; | A n/a B 91% |
1,2-dimethyl-1,1,2,2-tetraphenyldisilane
1,1-dimethylhydrazine
A
methyldiphenylsilane
B
1,1-bis(diphenylmethylsilyl)-2,2-dimethylhydrazine
Conditions | Yield |
---|---|
With potassium hydride In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide for 72h; Ambient temperature; | A 89% B 83% |
Conditions | Yield |
---|---|
With sodium tetrahydroborate In acetonitrile at 20℃; for 0.25h; Solvent; Reagent/catalyst; Schlenk technique; Inert atmosphere; | 84% |
Stage #1: chloromethyldiphenylsilane With N,N,N,N,N,N-hexamethylphosphoric triamide; magnesium at 90℃; for 20h; Inert atmosphere; Stage #2: Acidic conditions; | 77.9% |
Stage #1: chloromethyldiphenylsilane With sodium iodide In tetrahydrofuran; benzene-d6 at 20℃; for 2h; Inert atmosphere; Schlenk technique; Stage #2: With [N-[4-(dimethylamino)phenyl]-2-pyridinecarboxamidato](pentamethylcyclopentadienyl)iridium trifluorometanesulfonate; hydrogen; N-ethyl-N,N-diisopropylamine In tetrahydrofuran; benzene-d6 at -196 - 60℃; under 3040.2 Torr; for 48h; Schlenk technique; | 42% |
With lithium aluminium tetrahydride | |
With water; N,N,N,N-tetraethylammonium tetrafluoroborate 1) DME, HMPA, -6 deg C, electrolysis; Yield given. Multistep reaction; |
Conditions | Yield |
---|---|
With [Ni2(1,3-diisopropyl-imidazolin-2-ylidene)4(μ-1,5-cyclooctadiene)]; hydrogen In toluene at 20℃; under 1350.14 Torr; for 48h; Catalytic behavior; Inert atmosphere; Schlenk technique; | 83% |
Conditions | Yield |
---|---|
With magnesium In tetrahydrofuran at 0 - 20℃; Inert atmosphere; Schlenk technique; | 82% |
With magnesium 2) ether; Multistep reaction; |
lithium aluminium tetrahydride
chloromethyldiphenylsilane
methyldiphenylsilane
Conditions | Yield |
---|---|
In not given | 78% |
Benzyldimethyl<(methyldiphenylsilyl)methyl>ammonium bromide
A
N,N'-dimethylbenzylamine
B
methyldiphenylsilane
C
1-(Diphenylmethylsilyl)-trimethylamin
D
N,N-dimethyl(2-methylbenzyl)amine
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride In tetrahydrofuran for 10h; Heating; Further byproducts given; | A 3% B 77% C 14% D 25% |
Conditions | Yield |
---|---|
With bis(tri-t-butylphosphine)palladium(0); triethylamine In tetrahydrofuran at 20℃; for 48h; Inert atmosphere; | 77% |
With ytterbium 1.) THF, 0 deg C, 30 min, 2.) THF, r.t., 2 h; Yield given; Multistep reaction; |
Conditions | Yield |
---|---|
In tetrahydrofuran at 100℃; for 1h; | A 66% B 13.4% |
In tetrahydrofuran at 100℃; for 1h; | A 66% B 13.4% |
methyldiphenylsilane
Conditions | Yield |
---|---|
In diethyl ether at 35℃; for 2h; | 60% |
Conditions | Yield |
---|---|
With lithium chloride In tetrahydrofuran at 50℃; for 2h; Inert atmosphere; | 57% |
Conditions | Yield |
---|---|
With carbon monoxide In neat (no solvent) High Pressure; under dried N2; addn. of N-methylbenzimine at 25°C to a soln. of W-complex (CO-pressure: 50 atm); stirring for 2 d at room temp., then for 1-2 h at 80-100°C; vac.-evapn. until dryness; residue dissolved in petroleum ether/ether; chromy. (silica gel/petroleum ether/ether); recrystn. from petroleum ether; elem. anal.; | A n/a B 45% C n/a |
methylphenylsilane
Conditions | Yield |
---|---|
With potassium hydride In 1,2-dimethoxyethane for 64h; Ambient temperature; | 41% |
C
1,2,3-Trimethyl-1,2,3-triphenyl-trisilan
D
C28H34Si4
Conditions | Yield |
---|---|
With nickel; triphenylphosphine In tetrahydrofuran at 80℃; Product distribution; Irradiation; | A n/a B 20% C 40% D 25% |
Conditions | Yield |
---|---|
With carbon monoxide In diethyl ether High Pressure; under dried N2; addn. of N-methylbenzimine at 25°C to a soln. of W-complex (CO-pressure: 50 atm); stirring for 2 d at room temp., then for 1-2 h at 80-100°C; vac.-evapn. until dryness; residue dissolved in petroleum ether/ether; chromy. (silica gel/petroleum ether/ether); recrystn. from petroleum ether; elem. anal.; | A n/a B 38% C n/a |
Dimethylphenylsilane
A
methyldiphenylsilane
B
1,2-diphenyltetramethyldisilane
Conditions | Yield |
---|---|
With ferrocenium hexafluorophosphate; [Ir(Me)2Cp*PMe3] In dichloromethane at 80℃; for 24h; Product distribution; Further Variations:; Catalysts; Temperatures; dehydrogenative coupling; | A 3.4% B 37% |
With silver tetrafluoroborate; [Ir(Me)2Cp*PPh3] In dichloromethane at 80℃; for 48h; dehydrogenative coupling; | A 17.5% B 25% |
Conditions | Yield |
---|---|
under dried N2; soln. of W-complex in ethyl vinyl ether; stirred at 25° C for 6h; vacuum-evapn.; residue was solved in petrol ether/ether (20/1); eluation of all products at -30° C; vacuum evapn.; crystn. from petrol ether/ ether (10/1) at -30° C; elem. anal.; | A n/a B 34% C n/a |
With carbon monoxide In neat (no solvent) High Pressure; under dried N2; addn. of N-methylbenzimine at 25°C to a soln. of W-complex (CO-pressure: 50 atm); stirring for 2 d at room temp., then for 1-2 h at 80-100°C; vac.-evapn. until dryness; residue dissolved in petroleum ether/ether; chromy. (silica gel/petroleum ether/ether); recrystn. from petroleum ether; elem. anal.; | A n/a B 34% C n/a |
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