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acetylene
A
Tellurophen
B
2-vinyloxy-1,3-butadiene
C
divinyltellane
Conditions | Yield |
---|---|
With N,N,N,N,N,N-hexamethylphosphoric triamide; potassium hydroxide; tellurium In water at 105 - 115℃; under 15 Torr; for 10h; | A 3% B 4% C 45% |
With N,N,N,N,N,N-hexamethylphosphoric triamide; potassium hydroxide; tellurium; water at 105 - 115℃; under 11400 Torr; for 10h; Product distribution; Mechanism; various concentration of KOH; various water concentrations; addition of SnCl2; |
Conditions | Yield |
---|---|
With tellurium; sodium tetrahydroborate; potassium hydroxide In 1,4-dioxane; water Inert atmosphere; Cooling with ice; | 44% |
Conditions | Yield |
---|---|
With methanol; disodium telluride | |
With tellurium; sodium tetrahydroborate; water In methanol for 2h; | 6.42 g |
With tellurium; sodium tetrahydroborate In water Cooling with ice; | 5.6 g |
With tellurium; sodium tetrahydroborate In ethanol for 2h; Inert atmosphere; | |
With disodium telluride |
Conditions | Yield |
---|---|
With aluminum oxide; aluminum telluride |
Tellurophen
Conditions | Yield |
---|---|
In ethanol; acetic acid for 2h; Heating; Yield given; |
(1Z,3Z)-1,4-Bis-butyltellanyl-buta-1,3-diene
A
Tellurophen
B
dibutyl telluride
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.25h; Title compound not separated from byproducts; |
1,1-dibromotellurophene
Tellurophen
Conditions | Yield |
---|---|
With water; potassium carbonate; sodium hydrogensulfite for 0.333333h; | 5.0 g |
Conditions | Yield |
---|---|
bis(triphenylphosphine)nickel(II) chloride In benzene for 2h; Heating; | 88% |
Conditions | Yield |
---|---|
Stage #1: Tellurophen With tributyltin chloride In diethyl ether at 20℃; Inert atmosphere; Stage #2: With n-butyllithium In diethyl ether; hexane at 20℃; for 0.75h; Stage #3: p-nitrobenzene iodide With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); cesium fluoride In N,N-dimethyl-formamide at 50 - 60℃; Stille coupling; Inert atmosphere; | 88% |
Conditions | Yield |
---|---|
Stage #1: Tellurophen With sec-pentyllithium; N,N,N,N,-tetramethylethylenediamine In hexane; cyclohexane for 0.75h; Inert atmosphere; Reflux; Stage #2: With trimethyltin(IV)chloride In hexane; cyclohexane at 20℃; Stage #3: 4-iodobenzonitrile With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); cesium fluoride In N,N-dimethyl-formamide at 50 - 60℃; for 16h; Stille coupling; Inert atmosphere; | 88% |
Conditions | Yield |
---|---|
In acetone byproducts: AgCl; (argon); addn. of the Ag salt in acetone to a suspn. of the Rh complex and the Te compd. in acetone, stirring (2 h); filtration (Celite), concn. (vac.), pptn. with CHCl3; elem. anal.; | 86% |
Tellurophen
trimethyltin(IV)chloride
2,5-bis-(trimethylstannyl)tellurophene
Conditions | Yield |
---|---|
Stage #1: Tellurophen With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium In hexane; cyclohexane at 0℃; for 0.75h; Reflux; Stage #2: trimethyltin(IV)chloride In hexane; cyclohexane at 0 - 20℃; | 68% |
Conditions | Yield |
---|---|
Stage #1: Tellurophen With sec-pentyllithium; N,N,N,N,-tetramethylethylenediamine In hexane; cyclohexane for 0.75h; Inert atmosphere; Reflux; Stage #2: With trimethyltin(IV)chloride In hexane; cyclohexane at 20℃; Stage #3: p-nitrobenzene iodide With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); cesium fluoride In N,N-dimethyl-formamide at 50 - 60℃; for 16h; Stille coupling; Inert atmosphere; | 67% |
Tellurophen
n-butyl magnesium bromide
A
(5Z,7Z)-5,7-dodecadiene
B
((1E,3E)-octa-1,3-dien-1-yl)benzene
C
(1Z,3Z)-1-phenyl-1,3-octadiene
Conditions | Yield |
---|---|
1,3-bis[(diphenylphosphino)propane]dichloronickel(II) In benzene for 6h; Heating; | A 66% B n/a C n/a |
Conditions | Yield |
---|---|
In n-heptane (argon); reflux with stirring (45 min); solvent removal (vac.), chromy. (SiO2; pentane), recrystn. (boiling heptane); elem. anal.; | A n/a B 66% |
Conditions | Yield |
---|---|
Stage #1: Tellurophen With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium In hexane; cyclohexane at 0℃; for 0.75h; Inert atmosphere; Reflux; Stage #2: benzophenone In tetrahydrofuran; hexane; cyclohexane at 0 - 20℃; Inert atmosphere; | 65% |
Tellurophen
2-bromotellurophene
Conditions | Yield |
---|---|
Stage #1: Tellurophen With n-butyllithium In diethyl ether; hexane at 20℃; for 0.5h; Metallation; Stage #2: With 1,2-dibromo-1,1,2,2-tetrachloroethane at -78 - 20℃; for 3h; Bromination; | 64% |
With n-butyllithium; 1,2-dibromo-1,1,2,2-tetrachloroethane 1.) ether, -20 deg C; RT, 45 min, 2.) ether, -60 deg C, 3 h; Yield given. Multistep reaction; |
Conditions | Yield |
---|---|
Stage #1: Tellurophen With tributyltin chloride In diethyl ether at 20℃; Inert atmosphere; Stage #2: With n-butyllithium In diethyl ether; hexane at 20℃; for 0.75h; Stage #3: 4-iodobenzonitrile With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); cesium fluoride In N,N-dimethyl-formamide at 50 - 60℃; Stille coupling; Inert atmosphere; | 64% |
Conditions | Yield |
---|---|
Stage #1: Tellurophen With tributyltin chloride In diethyl ether at 20℃; Inert atmosphere; Stage #2: With n-butyllithium In diethyl ether; hexane at 20℃; for 0.75h; Stage #3: para-iodoanisole With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); cesium fluoride In N,N-dimethyl-formamide at 50 - 60℃; Stille coupling; Inert atmosphere; | 63% |
Conditions | Yield |
---|---|
Stage #1: Tellurophen With tributyltin chloride In diethyl ether at 20℃; Inert atmosphere; Stage #2: With n-butyllithium In diethyl ether; hexane at 20℃; for 0.75h; Stage #3: 4-tolyl iodide With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); cesium fluoride In N,N-dimethyl-formamide at 50 - 60℃; Stille coupling; Inert atmosphere; | 62% |
Conditions | Yield |
---|---|
Stage #1: Tellurophen With tributyltin chloride In diethyl ether at 20℃; Inert atmosphere; Stage #2: With n-butyllithium In diethyl ether; hexane at 20℃; for 0.75h; Stage #3: iodobenzene With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); cesium fluoride In N,N-dimethyl-formamide at 50 - 60℃; Stille coupling; Inert atmosphere; | 61% |
Tellurophen
N,N-dimethyl-formamide
tellurophene-2-carbaldehyde
Conditions | Yield |
---|---|
Stage #1: Tellurophen With n-butyllithium In diethyl ether; hexane at 0 - 50℃; for 4.5h; Stage #2: N,N-dimethyl-formamide In diethyl ether; hexane at -50 - 20℃; | 57.7% |
Conditions | Yield |
---|---|
In benzene Heating; | A 56% B 6% |
Conditions | Yield |
---|---|
Stage #1: Tellurophen With sec-pentyllithium; N,N,N,N,-tetramethylethylenediamine In hexane; cyclohexane for 0.75h; Inert atmosphere; Reflux; Stage #2: With trimethyltin(IV)chloride In hexane; cyclohexane at 20℃; Stage #3: 4-tolyl iodide With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); cesium fluoride In N,N-dimethyl-formamide at 50 - 60℃; for 16h; Stille coupling; Inert atmosphere; | 47% |
Tellurophen
1,1-dibromotellurophene
Conditions | Yield |
---|---|
With bromine In methanol | 45% |
Conditions | Yield |
---|---|
In n-heptane (argon); reflux with stirring (2.5 h); filtration, solvent removal (vac.); elem. anal.; | A n/a B 45% |
Conditions | Yield |
---|---|
Stage #1: Tellurophen With sec-pentyllithium; N,N,N,N,-tetramethylethylenediamine In hexane; cyclohexane for 0.75h; Inert atmosphere; Reflux; Stage #2: With trimethyltin(IV)chloride In hexane; cyclohexane at 20℃; Stage #3: iodobenzene With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); cesium fluoride In N,N-dimethyl-formamide at 50 - 60℃; for 16h; Stille coupling; Inert atmosphere; | 42% |
Conditions | Yield |
---|---|
Stage #1: Tellurophen With sec-pentyllithium; N,N,N,N,-tetramethylethylenediamine In hexane; cyclohexane for 0.75h; Inert atmosphere; Reflux; Stage #2: With trimethyltin(IV)chloride In hexane; cyclohexane at 20℃; Stage #3: para-iodoanisole With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); cesium fluoride In N,N-dimethyl-formamide at 50 - 60℃; for 16h; Stille coupling; Inert atmosphere; | 42% |
Conditions | Yield |
---|---|
In dichloromethane stirred at room temp. for 10 min.;; removal of the solvent and TCL of the residue (SiO2; eluant: pentane);; | 40% |
Tellurophen
Conditions | Yield |
---|---|
Stage #1: With n-butyllithium In diethyl ether; hexane at 20℃; for 0.5h; Metallation; Stage #2: Tellurophen With copper dichloride In diethyl ether; hexane at -78℃; for 3h; Dimerization; | 39% |
Stage #1: Tellurophen With tert.-butyl lithium In tetrahydrofuran; pentane at -78 - 20℃; Inert atmosphere; Stage #2: With copper dichloride In tetrahydrofuran; pentane at 20℃; Inert atmosphere; | 30% |
With n-butyllithium; copper dichloride 1.) ether, -20 deg C; RT, 45 min, 2.) ether, -70 deg C; RT, 1 d; Yield given. Multistep reaction; | |
With n-butyllithium; copper(l) chloride 1.) Et2O, hexane, RT, 45 min, 2.) Et2O, hexane, RT, overnight; Yield given; Multistep reaction; |
Tellurophen
bis(acetonitrile)decacarbonyltriosmium
Conditions | Yield |
---|---|
In dichloromethane at room temp. the reaction mixt. was stirred for 30 min; sepd. by TLC; | 38% |
Tellurophen
bis(acetonitrile)decacarbonyltriosmium
Conditions | Yield |
---|---|
In cyclohexane The bis-acetonitrile-complex reacts with tellurophene in refluxing cyclohexane for 20 min.; | 35% |
Conditions | Yield |
---|---|
In cyclohexane refluxed;; removal of the solvent under reduced pressure sepd. by TLC (SiO2; eluant petroleum ether);; | 25% |
Tellurophen
Conditions | Yield |
---|---|
Stage #1: Tellurophen With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium In hexane; cyclohexane at 0 - 65℃; for 0.75h; Inert atmosphere; Stage #2: With 1,2-dibromo-1,1,2,2-tetrachloroethane In diethyl ether; hexane; cyclohexane at -78 - 20℃; Inert atmosphere; | 25% |
Tellurophen
2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
Conditions | Yield |
---|---|
Stage #1: Tellurophen With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium In hexane; cyclohexane at 0℃; for 0.75h; Inert atmosphere; Reflux; Stage #2: 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane In hexane; cyclohexane at 0 - 20℃; Inert atmosphere; | 20% |
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