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inquirytris(trimethylsilylmethyl)gallium
trimethylamine hydrochloride
A
tetramethylsilane
B
Ga(3+)*2CH2Si(CH3)3(1-)*Cl(1-)*N(CH3)3=Ga(CH2Si(CH3)3)2Cl*N(CH3)3
Conditions | Yield |
---|---|
In benzene under N2 or Ar mixt. in stoich. quantity stirred at room temp. for 2 h; volatile components removed by vac. distn., crude product sublimed at 32°C; elem. anal.; | A 100% B 98.5% |
tris(trimethylsilylmethyl)gallium
A
tetramethylsilane
Conditions | Yield |
---|---|
With HCl under inert gas at 25°C for 12 h with 1:2 GaR3:HCl; vac. sublimation at 50°C; elem. anal.; | A 99.6% B 91% |
tris(trimethylsilylmethyl)gallium
A
tetramethylsilane
Conditions | Yield |
---|---|
With HBr under inert gas at 25°C for 12 h with 1:2 GaR3:HBr; extn. with benzene; | A 99.5% B 94.2% |
tris(trimethylsilylmethyl)gallium
A
tetramethylsilane
B
[Ga(CH2Si(CH3)3)2Br]2
Conditions | Yield |
---|---|
With HBr under inert gas at 25°C for 12 h with 1:1 GaR3:HBr; recrystn. from benzene; | A 99.2% B 94% |
tris(trimethylsilylmethyl)gallium
A
((trimethylsilyl)methyl)gallium(III) chloride
B
tetramethylsilane
Conditions | Yield |
---|---|
With HCl In benzene HCl added in three equimolar portions by vac. distn. at -196°C, after each addn. mixt. warmed to room temp. and stirred for 1 h; volatile products fractionally distd., nonvolatile products extd. with n-pentane, insol. component collected, identified as Ga(CH2SiMe3)2Cl (elem. anal.), sol. fraction mixt. of Ga(CH2SiMe3)Cl2 and Ga(CH2SiMe3)3; | A 50.5% B 99.2% C n/a |
diphenylphosphane
diisopropyl-carbodiimide
A
N,N′-diisopropyl-1,1-diphenylphosphanecarboximidamide
B
tetramethylsilane
Conditions | Yield |
---|---|
With C35H66Si3Y(1-)*C14H30LiO4(1+) In tetrahydrofuran at 80℃; for 1h; Mechanism; Reagent/catalyst; Solvent; Temperature; Schlenk technique; Inert atmosphere; | A 97% B n/a |
tris{(trimethylsilyl)methyl}indium
diphenylphosphane
A
tetramethylsilane
Conditions | Yield |
---|---|
In pentane byproducts: SiMe4; The reagents in benzene were combined in a reaction tube, evacuated and heated at 55°C for 7 d;; mixt. was cooled to -78°C, filtered, washed with benzene, recrystd. from pentane at -78°C; elem. anal.;; | A 95% B 93% |
In pentane The reagents were combined in a reaction tube, evacuated and heated at 55°C for 3 d;; mixt. was cooled to -78°C, filtered, washed with pentane at -20°C; elem. anal.;; | A n/a B 94% |
Conditions | Yield |
---|---|
With iodine; (3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid Heating; | 92% |
With iodine; (3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid Mechanism; Heating; other permethyloligosiloxanes; | 92% |
Conditions | Yield |
---|---|
In toluene In inert atmosphere, heating of Ru-complex with HSiEt3 (90°C, 9 h).; Evapn. in vac., recrystn. (toluene), elem. anal.; | A n/a B 92% |
(η5-C5Me5)(PMe3)2Ru(CH2SiMe3)
Triethoxysilane
A
tetramethylsilane
C
trimethylphosphane
Conditions | Yield |
---|---|
In inert atmosphere, heating of Ru-complex with HSi(OEt)3 (80°C, 12 h, closed vessel), briefly pumping to remove PMe3, continued heating (80°C, 6 h).; Evapn. in vac. gives a waxy solid, recrystn. (acetone), elem. anal.; | A n/a B 92% C n/a |
Conditions | Yield |
---|---|
With iodine; (3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid Heating; | 90% |
methyltrimethicone
tetramethylsilane
Conditions | Yield |
---|---|
With iodine; (3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid Heating; | 90% |
Conditions | Yield |
---|---|
With iodine; (3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid Heating; | 90% |
Conditions | Yield |
---|---|
With To(M)Rh(CO)2 In benzene at 20℃; for 36h; Inert atmosphere; Irradiation; | 87% |
chloro(trimethylsilyl)methyl lithium
[diphenylmanganese]
A
biphenyl
B
tetramethylsilane
C
benzyltrimethylsilane
Conditions | Yield |
---|---|
With hydrogenchloride In tetrahydrofuran mixing of MnPh2 with Li-salt in THF (molar ratio 1:2, -78°C, 1 h), rise of temp. to 25°C (over 1 h); gas liquid chromy. after quenching with 2 N HCl; | A 4% B n/a C 82% |
tris{(trimethylsilyl)methyl}indium
A
tetramethylsilane
B
K(1+)*In(CH2Si(CH3)3)3H(1-)=KIn(CH2Si(CH3)3)3H
C
hydrogen
Conditions | Yield |
---|---|
In pentane under N2, pentane added to KH, In-compd. (molar ratio 1:3) added, frozen to -196°C, evacuated, warmed to room temp., stirred for 3 d, opened; filtered, washed with pentane, solvent removed, benzene added, warmed to room temp., filtered, solvent removed by vac. distn.; | A 0% B 80.9% C 0% |
tetra-n-butylammonium nitridotetrakis(trimethylsilylmethyl)ruthenium(VI)
cis-tetra-n-butylammonium nitridodochlorobis(trimethylsilylmethyl)ruthenium(VI)
B
tetramethylsilane
Conditions | Yield |
---|---|
With HCl In toluene bubbling of HCl(g) to the Ru compd. in toluene at room temp. for 1 h; evapn. (vacuum), washing with hexane and recrystn. from toluene-hexane at -30°C; elem. anal.; | A 79% B n/a |
With HCl In diethyl ether addn. of excess of HCl(g) to the Ru compd. in ether under N2 at -78°C, warming to room temp. and stirring for 40-60 min; evapn. (vacuum), washing with hexane and recrystn. from toluene-hexane at -30°C; elem. anal.; | A 71% B n/a |
(η5-C5Me5)(PMe3)2Ru(CH2SiMe3)
diphenylsilyl chloride
A
tetramethylsilane
C
trimethylphosphane
Conditions | Yield |
---|---|
In inert atmosphere, heating of Ru-complex with HSi(Ph2Cl)3 (110°C, 16 h, closed vessel, stirring), periodic pumping to remove PMe3.; Cooling to room temp., addn. of pentane, cooling (-78°C, 6 h), filtn. of pale yellow crystals, washing (pentane, -78°C), drying in vac, elem. anal.; | A n/a B 78% C n/a |
Conditions | Yield |
---|---|
In toluene In inert atmosphere, heating of Ru-complex with HSiEt3 (100°C, 6 h).; Cooling (6 h, -50°C), filtn., drying in vac., elem. anal.; | A n/a B 78% |
chloro(trimethylsilyl)methyl lithium
Dibenzol-chrom(II)
A
biphenyl
B
tetramethylsilane
C
benzyltrimethylsilane
Conditions | Yield |
---|---|
With hydrogenchloride In tetrahydrofuran mixing of CrPh2 with Li-salt in THF (molar ratio 1:1.5, -78°C, 1 h), rise of temp. to 25°C (over 1 h); gas liquid chromy. after quenching with 2 N HCl; | A n/a B n/a C 76% |
A
tetramethylsilane
Conditions | Yield |
---|---|
In benzene kept at room temp. for 7 d; removal of solvent, dissoln. in pentane and cooled to -10°C; | A n/a B 76% |
chloro(trimethylsilyl)methyl lithium
Diphenylkobalt
A
biphenyl
B
tetramethylsilane
C
benzyltrimethylsilane
Conditions | Yield |
---|---|
With hydrogenchloride In tetrahydrofuran mixing of CoPh2 with Li-salt in THF (molar ratio 1:1.5, -78°C, 1 h), rise of temp. to 25°C (over 1 h); gas liquid chromy. after quenching with 2 N HCl; | A 70% B n/a C 12% |
chloro(trimethylsilyl)methyl lithium
A
tetramethylsilane
B
(4,4'-dimethyl-1,1'-biphenyl)
C
1-((trimethylsilyl)methyl)-4-methylbenzene
Conditions | Yield |
---|---|
With hydrogenchloride In tetrahydrofuran mixing of Zr-complex with Li-salt in THF (molar ratio 1:1, -78°C, 1 h), rise of temp. to 25°C (over 1 h); gas liquid chromy. after quenching with 2 N HCl; | A n/a B n/a C 70% |
{(C5H5)2Nb(CH2Si(CH3)3)Cl}(1+)*PF6(1-)={(C5H5)2Nb(CH2Si(CH3)3)Cl}PF6
A
tetramethylsilane
B
Hexamethyldisiloxane
Conditions | Yield |
---|---|
With H2O In [(2)H6]acetone 1 equiv. of H2O in acetone-d6; not isolated; detected by NMR and GC; | A <5 B 70% |
Conditions | Yield |
---|---|
In further solvent(s) In inert atmosphere, refluxing of Ru-complex in HSiEt3 (5 h).; Evapn. of yellow soln. to dryness, dissolving (pentane), concg., cooling (-40°C), elem. anal.; | A n/a B 68% |
chloro(trimethylsilyl)methyl lithium
A
biphenyl
B
tetramethylsilane
C
benzyltrimethylsilane
Conditions | Yield |
---|---|
With hydrogenchloride In tetrahydrofuran mixing of Hf-complex with Li-salt in THF (molar ratio 1:1.3, -78°C, 1 h), rise of temp. to 25°C (over 1 h); gas liquid chromy. after quenching with 2 N HCl; | A 2% B n/a C 65% |
chloro(trimethylsilyl)methyl lithium
A
biphenyl
B
tetramethylsilane
C
benzyltrimethylsilane
Conditions | Yield |
---|---|
With hydrogenchloride In tetrahydrofuran mixing of (Et3P)2NiPh2 with Li-salt in THF (molar ratio 1:1.5, -78°C, 1 h), rise of temp. to 25°C (over 1 h); gas liquid chromy. after quenching with 2 N HCl; | A 65% B n/a C 9% |
octamethylcyclotetrasiloxane
A
tetramethylsilane
B
trimethylsilyl iodide
C
Hexamethyldisiloxane
D
tetradecamethylhexasiloxane
Conditions | Yield |
---|---|
With gallium(III) iodide at 140 - 170℃; for 5h; Yields of byproduct given; | A 61% B n/a C n/a D n/a |
With gallium(III) iodide at 140 - 170℃; for 5h; Title compound not separated from byproducts; | A 61% B n/a C n/a D n/a |
With gallium(III) iodide at 140 - 170℃; for 5h; Yield given; Title compound not separated from byproducts; | A 61% B n/a C n/a D n/a |
octamethylcyclotetrasiloxane
A
tetramethylsilane
B
trimethylsilyl iodide
C
Hexamethyldisiloxane
D
dodecamethyl-cyclohexasiloxane
Conditions | Yield |
---|---|
With gallium(III) iodide at 140 - 170℃; for 5h; Yield given; Title compound not separated from byproducts; | A 61% B n/a C n/a D n/a |
octamethylcyclotetrasiloxane
A
tetramethylsilane
B
trimethylsilyl iodide
C
Hexamethyldisiloxane
D
hexadecamethylheptasiloxane
Conditions | Yield |
---|---|
With gallium(III) iodide at 140 - 170℃; for 5h; Yield given; Title compound not separated from byproducts; | A 61% B n/a C n/a D n/a |
Conditions | Yield |
---|---|
With 1,2-dichloro-ethane; aluminium trichloride at 130℃; for 17h; | 100% |
With hydrogenchloride; aluminium trichloride | |
With chlorine; iodine In tetrachloromethane at 30℃; | |
With hydrogenchloride |
tetramethylsilane
germaniumtetrachloride
A
chloro-trimethyl-silane
B
chlorotrimethylgermane
C
tetramethylgermane
Conditions | Yield |
---|---|
aluminium bromide In neat (no solvent) molar ratio Me4Si/GeCl4 = 2/1, at 180°C for 2.75 h, cooled; NMR, mass spectra, chromy.; | A 100% B 18% C 82% |
aluminium bromide In neat (no solvent) molar ratio Me4Si/GeCl4 = 2/1, at 180°C for 4.5 h, cooled; NMR, mass spectra, chromy.; | A 100% B 23% C 77% |
aluminium bromide In neat (no solvent) molar ratio Me4Si/GeCl4 = 2/1, at 200°C for 3.5 h, cooled; NMR, mass spectra, chromy.; | A 100% B 13% C 87% |
tetramethylsilane
germaniumtetrachloride
A
chloro-trimethyl-silane
B
chlorotrimethylgermane
C
dimethylsilicon dichloride
Conditions | Yield |
---|---|
aluminium bromide In neat (no solvent) molar ratio Me4Si/GeCl4 = 2/1, at 200°C for 15 h, cooled; NMR, mass spectra, chromy.; | A 50% B 100% C 50% |
tetramethylsilane
germaniumtetrachloride
A
methyltrichlorogermane
B
dimethylsilicon dichloride
C
dichlorodimethylgermanium
Conditions | Yield |
---|---|
aluminium bromide In neat (no solvent) molar ratio Me4Si/GeCl4 = 0.5/1, at 200°C for 28 h, cooled; NMR, mass spectra, chromy.; | A 64% B 100% C 36% |
tetramethylsilane
germaniumtetrachloride
A
chlorotrimethylgermane
B
dimethylsilicon dichloride
C
dichlorodimethylgermanium
Conditions | Yield |
---|---|
aluminium bromide In neat (no solvent) molar ratio Me4Si/GeCl4 = 1/1, at 200°C for 56 h, cooled; NMR, mass spectra, chromy.; | A 14% B 100% C 86% |
tetramethylsilane
trifluorormethanesulfonic acid
trimethylsilyl trifluoromethanesulfonate
Conditions | Yield |
---|---|
for 1h; Ambient temperature; | 99% |
Conditions | Yield |
---|---|
reaction at 70°C for 2 days; | 99% |
Conditions | Yield |
---|---|
With bis(chlorosulfonyl)amine In dichloromethane at 30℃; for 18h; Yields of byproduct given; | A n/a B 97% |
tetramethylsilane
Cyclopentane
carbon monoxide
1-cyclopentylethanone
Conditions | Yield |
---|---|
With aluminum tri-bromide; 1,2-dibromomethane In tetrachloromethane at 0℃; | 97% |
Conditions | Yield |
---|---|
In diethyl ether (inert gas); GaCl3 and SiMe4 is stirred under high vacuum, heated to 70-80°C, evapn. of the volatiles, residue is dissolved in Et2O, cooled to 0°C, dropwise addn. of the Li-salt in Et2O and after various steps addn. of the Co-complex; filtration, evapn. of the solvent, elem. anal.; | 96% |
tetramethylsilane
Conditions | Yield |
---|---|
at 85℃; for 9h; Sealed tube; Glovebox; Inert atmosphere; | 96% |
Conditions | Yield |
---|---|
With aluminium trichloride In dichloromethane for 4h; Ambient temperature; | 95% |
tetramethylsilane
germaniumtetrachloride
A
chloro-trimethyl-silane
B
chlorotrimethylgermane
C
methyltrichlorogermane
D
dimethylsilicon dichloride
E
dichlorodimethylgermanium
Conditions | Yield |
---|---|
aluminium bromide In neat (no solvent) molar ratio Me4Si/GeCl4 = 1/1, at 200°C for 22 h, cooled; NMR, mass spectra, chromy.; | A 6% B 30% C 15% D 94% E 56% |
aluminium bromide In neat (no solvent) molar ratio Me4Si/GeCl4 = 0.5/1, at 200°C for 6 h, cooled; NMR, mass spectra, chromy.; | A 26% B 33% C 30% D 74% E 37% |
aluminium bromide In neat (no solvent) molar ratio Me4Si/GeCl4 = 1/1, at 200°C for 6 h, cooled; NMR, mass spectra, chromy.; | A 60% B 54% C 11% D 40% E 35% |
Conditions | Yield |
---|---|
With hydrogenchloride; aluminium trichloride In dichloromethane at 20℃; for 1h; | 92% |
tetramethylsilane
perfluorobutanesulfonic acid
Nonafluorobutansulfonsaeure-trimethylsilylester
Conditions | Yield |
---|---|
10°C; | 92% |
tetramethylsilane
1,3,5-trisbromobenzene
3,5-dibromo-1-trimethylsilylbenzene
Conditions | Yield |
---|---|
Stage #1: 1,3,5-trisbromobenzene With n-butyllithium In tetrahydrofuran; hexane; toluene at -78℃; for 0.25h; Inert atmosphere; Stage #2: tetramethylsilane In tetrahydrofuran; hexane; toluene at -78 - 20℃; Inert atmosphere; | 92% |
tetramethylsilane
germaniumtetrachloride
A
chloro-trimethyl-silane
B
chlorotrimethylgermane
C
tetramethylgermane
D
dimethylsilicon dichloride
Conditions | Yield |
---|---|
aluminium bromide In neat (no solvent) molar ratio Me4Si/GeCl4 = 4/1, at 200°C for 8 h, cooled; NMR, mass spectra, chromy.; | A 91% B 60% C 40% D 9% |
aluminium bromide In neat (no solvent) molar ratio Me4Si/GeCl4 = 0.33/1, at 200°C for 5 h, cooled; NMR, mass spectra, chromy.; | A 89% B 74% C 26% D 11% |
aluminium bromide In neat (no solvent) molar ratio Me4Si/GeCl4 = 3/1, at 200°C for 21 h, cooled; NMR, mass spectra, chromy.; | A 80% B 80% C 20% D 20% |
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride; calcium hydride at 55℃; for 5h; Inert atmosphere; | 90.6% |
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