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4-bromotetrathiafulvalene
tetrathiafulvalene
Conditions | Yield |
---|---|
With n-butyllithium In diethyl ether for 3h; Heating; | 100% |
1,4,5,8-tetrathianaphthalene
tetrathiafulvalene
Conditions | Yield |
---|---|
With potassium tert-butylate In tetrahydrofuran for 0.5h; Heating; | 99% |
With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 3h; | 75% |
With lithium diisopropyl amide In tetrahydrofuran | 70% |
With lead(IV) acetate; sodium dithionite 1.) CF3COOH, 0 deg C; Yield given. Multistep reaction; | |
With potassium tert-butylate In tetrahydrofuran for 0.5h; Product distribution; Further Variations:; Reagents; Temperatures; Heating; |
1,3-Dithiolium iodide
A
tetrathiafulvalene
B
4,5-bis(2-cyanoethylsulfanyl)tetrathiafulvalene
Conditions | Yield |
---|---|
With triethylamine In acetonitrile at 0 - 5℃; for 3h; Inert atmosphere; | A 2.68 g B 90% |
1,3-Dithiolium iodide
tetrathiafulvalene
Conditions | Yield |
---|---|
With triethylamine In acetonitrile for 1h; Ambient temperature; | 85% |
A
tetrathiafulvalene
Conditions | Yield |
---|---|
In acetone for 1h; Ambient temperature; | A 25% B 63% |
A
tetrathiafulvalene
B
dimethyltetrathiafulvalene
C
monomethyltetrathiafulvalene
Conditions | Yield |
---|---|
With triethylamine; acetonitrile | A 18% B 31% C 51% |
tetrakis(methoxycarbonyl)tetrathiafulvalene
A
tetrathiafulvalene
B
(Z)-[2,2']Bi[[1,3]dithiolylidene]-4,4'-dicarboxylic acid dimethyl ester
Conditions | Yield |
---|---|
With lithium chloride In N,N-dimethyl-formamide at 170℃; for 2.5h; | A 50% B 10% |
A
tetrathiafulvalene
Conditions | Yield |
---|---|
With sodium azide In acetone | A 49% B 36% |
A
tetrathiafulvalene
Conditions | Yield |
---|---|
With sodium azide In acetone | A 45% B 46% |
A
tetrathiafulvalene
B
2,3,6,7-tetrakis(acetylthiomethyl)tetrathiafulvalene
C
2,3-bis(acetylthiomethyl)tetrathiafulvalene
Conditions | Yield |
---|---|
With triethylamine In acetonitrile at 0 - 20℃; for 3h; Product distribution; Further Variations:; Reagents; time; | A 23% B 18% C 44% |
A
tetrathiafulvalene
Conditions | Yield |
---|---|
With sodium azide In acetone | A 21% B 41% |
1,3-dithiol-2-thione
tetrathiafulvalene
Conditions | Yield |
---|---|
With dicobalt octacarbonyl In toluene for 0.5h; Heating; | 35% |
at 80℃; under 3000240 Torr; for 6h; Product distribution; trimethyl phosphite; different pressure; | 30% |
With phosphorous acid trimethyl ester at 80℃; under 3000240 Torr; for 6h; | 30% |
1,3-dithiol-2-thione
4-formyl-5-(diethoxymethyl)-1,3-dithiole-2-thione
A
tetrathiafulvalene
B
tetraformyltetrathiafulvalene-bis(diethyl acetal)
C
tetraformyltetrathiafulvalene-bis(diethyl acetal)
Conditions | Yield |
---|---|
With dicobalt octacarbonyl In toluene 40 deg C, 0.5 h; reflux, 5 h; | A n/a B n/a C n/a D 27% |
Conditions | Yield |
---|---|
With triethyl phosphite at 110 - 120℃; Inert atmosphere; | A n/a B 25% |
Conditions | Yield |
---|---|
With triethyl phosphite at 110 - 120℃; Inert atmosphere; | A n/a B 22% |
Conditions | Yield |
---|---|
With CS2 In tetrahydrofuran Irradiation (UV/VIS); (N2); soln. of Mn complex was photolyzed for 1,25 h, then (CCOOMe)2 wasadded; sepn. by TL chromy.; | A 6% B 20% |
1,3-dithiol-2-one
4,5-ethylenedioxy-1,3-dithiole-2-thione
A
tetrathiafulvalene
B
bis(ethylenedioxy)tetrathiafulvalene
C
4,5-ethylenedioxy-tetrathiafulvalene
Conditions | Yield |
---|---|
With triethyl phosphite at 65℃; for 6h; | A n/a B n/a C 3% |
1,3-dithiol-2-thione
4,5-Ethylenedithio-1,3-dithiole-2-thione
A
tetrathiafulvalene
B
bis(ethylenedithio)tetrathiofulvalene
C
ethylenedithiotetrathiafulvalene
Conditions | Yield |
---|---|
With phosphorous acid trimethyl ester In neat (no solvent) Heating; |
1,3-dithiol-2-thione
2,5,7,9-tetrathiabicyclo[4.3.0]non-1(6)-en-8-one
A
tetrathiafulvalene
B
bis(ethylenedithio)tetrathiofulvalene
C
ethylenedithiotetrathiafulvalene
Conditions | Yield |
---|---|
triethyl phosphite; |
1,3-dithiol-2-thione
4,5-Bis-[2-(tert-butyl-diphenyl-silanyloxy)-ethylsulfanyl]-[1,3]dithiol-2-one
A
tetrathiafulvalene
C
4,4',5,5'-tetrakis<2-(tert-butyldiphenylsilyloxy)ethylthio>tetrathiafulvalene
Conditions | Yield |
---|---|
With triethyl phosphite In neat (no solvent) at 130℃; for 5h; Title compound not separated from byproducts; |
tetrathiafulvalenium radical cation
7,7,8,8-tetracyanoquinodimethane radical anion
A
tetrathiafulvalene
B
7,7',8,8'-tetracyanoquinodimethane
Conditions | Yield |
---|---|
In dimethyl sulfoxide; acetonitrile at 11℃; Equilibrium constant; Rate constant; | |
In acetonitrile at 20℃; Equilibrium constant; |
1,3-Dithiolium tetrafluoroborate
A
tetrathiafulvalene
B
bis(ethylenedithio)tetrathiofulvalene
C
ethylenedithiotetrathiafulvalene
Conditions | Yield |
---|---|
With trimethylamine |
1,3-Dithiolium tetrafluoroborate
tetrathiafulvalene
Conditions | Yield |
---|---|
With triethylamine In acetonitrile | |
With triethylamine In acetonitrile |
hexafluorophosphate de 1,3-dithiolium-2-triphenylphosphonium
A
tetrathiafulvalene
B
dimethyltetrathiafulvalene
C
monomethyltetrathiafulvalene
D
triphenylphosphine
Conditions | Yield |
---|---|
With n-butyllithium 1.) THF, hexane; Yield given. Multistep reaction. Yields of byproduct given; |
[2,2']Bi[[1,3]dithiolylidene]
2,3-dichloro-5,6-dicyano-1,4-benzoquinone anion radical
A
tetrathiafulvalene
B
2,3-dicyano-5,6-dichloro-p-benzoquinone
Conditions | Yield |
---|---|
In acetonitrile at 25℃; Equilibrium constant; |
C8H2O4S4(1-)*K(1+)
tetrathiafulvalene
Conditions | Yield |
---|---|
In nitromethane |
internal salts of the radical-cation of tetrathiafulvalenecarboxylic acid
tetrathiafulvalene
Conditions | Yield |
---|---|
In nitromethane for 0.5h; |
hexafluorophosphate de 4-methyl-1,3-dithiolium-2-triphenylphosphonium
A
tetrathiafulvalene
B
dimethyltetrathiafulvalene
C
monomethyltetrathiafulvalene
Conditions | Yield |
---|---|
With n-butyllithium 1.) hexane; Yield given. Multistep reaction. Yields of byproduct given; |
tetrakis(trimethylsilyl)tetrathiafulvalene
tetrathiafulvalene
Conditions | Yield |
---|---|
With potassium carbonate; potassium hydrogencarbonate In tetrahydrofuran; ethanol for 2h; Ambient temperature; | 65 mg |
tetrathiafulvalenium radical cation
chloranil anion radical
A
tetrathiafulvalene
B
chloranil
Conditions | Yield |
---|---|
In acetonitrile at 20℃; Equilibrium constant; |
para-dinitrobenzene
tetrathiafulvalene
1,4-Dinitro-benzene; compound with [2,2']bi[[1,3]dithiolylidene]
Conditions | Yield |
---|---|
In toluene Ambient temperature; | 100% |
tetrathiafulvalene
Conditions | Yield |
---|---|
With tetrafluoroboric acid In chloroform for 0.5h; Ambient temperature; | 100% |
tetrathiafulvalene
A
4-methoxy-2,2,6,6-tetramethylpiperidin-1-oxyl radical
Conditions | Yield |
---|---|
In acetonitrile for 0.0166667h; Ambient temperature; | A 93% B 100% |
tetrathiafulvalene
tributyltin chloride
(n-buthylstannyl)tetrathiafulvalene
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran at -78 - 20℃; for 2.5h; Stille Cross Coupling; | 100% |
With LiC4H9 In tetrahydrofuran reaction of tetrathiafulvalene with butyllithium in THF at -78°C, addn. of tributyltin chloride, warming to room temp.; chromy. on deactivated alumina; | 75% |
Stage #1: tetrathiafulvalene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Inert atmosphere; Stage #2: tributyltin chloride In tetrahydrofuran; hexane at -78℃; for 1h; Inert atmosphere; |
Conditions | Yield |
---|---|
In acetonitrile To a soln. of CuBr2 in CH3CN was added dropwise with stirring a soln. of ligand in warm CH3CN;; ppt. was washed with CH3CN, vac.-dried; elem. anal.;; | 100% |
tetrathiafulvalene
N,N'-Dicyano-1,4-benzoquinonediimine
2-(1,3-Dithiol-2-yliden)-1,3-dithiol, CT-Komplex mit N,N'-Dicyan-1,4-benzochinondiimin (1:1)
Conditions | Yield |
---|---|
In acetonitrile at 60℃; | 99% |
tetrathiafulvalene
2-Chlor-N,N'-dicyan-1,4-benzochinondiimin
2-(1,3-Dithiol-2-yliden)-1,3-dithiol, CT-Komplex mit 2-Chlor-N,N'-dicyan-1,4-benzochinondiimin (1:1)
Conditions | Yield |
---|---|
In acetonitrile at 20℃; | 99% |
tetrathiafulvalene
(E,E)-2,3-Dichlor-N,N'-dicyan-1,4-benzochinondiimin
2-(1,3-Dithiol-2-yliden)-1,3-dithiol, CT-Komplex mit (E,E)-2,3-Dichlor-N,N'-dicyan-1,4-benzochinondiimin (1:1)
Conditions | Yield |
---|---|
In acetonitrile at 20℃; | 99% |
tetrathiafulvalene
(E,E)-2-Brom-5-chlor-N,N'-dicyan-1,4-benzochinondiimin
2-(1,3-Dithiol-2-yliden)-1,3-dithiol, CT-Komplex mit (E,E)-2-Brom-5-chlor-N,N'-dicyan-1,4-benzochinondiimin (1:1)
Conditions | Yield |
---|---|
In acetonitrile at 20℃; | 99% |
tetrathiafulvalene
dodecamethylcarba-closo-dodecaborate
Conditions | Yield |
---|---|
In dichloromethane pptn. (hexane); | 99% |
Conditions | Yield |
---|---|
at 20℃; | 99% |
tetrathiafulvalene
(E,E)-2-Chlor-N,N'-dicyan-5-methyl-1,4-benzochinondiimin
2-(1,3-Dithiol-2-yliden)-1,3-dithiol, CT-Komplex mit (E,E)-2-Chlor-N,N'-dicyan-5-methyl-1,4-benzochinondiimin (1:1)
Conditions | Yield |
---|---|
In acetonitrile at 82℃; | 98% |
tetrathiafulvalene
(E,E)-2,5-Dichlor-N,N'-dicyan-1,4-benzochinondiimin
2-(1,3-Dithiol-2-yliden)-1,3-dithiol, CT-Komplex mit (E,E)-2,5-Dichlor-N,N'-dicyan-1,4-benzochinondiimin (1:1)
Conditions | Yield |
---|---|
In acetonitrile at 82℃; | 98% |
tetrathiafulvalene
Conditions | Yield |
---|---|
In acetonitrile | 98% |
tetrathiafulvalene
carbon dioxide
Conditions | Yield |
---|---|
With lithium diisopropyl amide In diethyl ether at -78 - 20℃; for 13h; | 96% |
tetrathiafulvalene
(E,E)-2,5-Dibrom-N,N'-dicyan-1,4-benzochinondiimin
2-(1,3-Dithiol-2-yliden)-1,3-dithiol, CT-Komplex mit (E,E)-2,5-Dibrom-N,N'-dicyan-1,4-benzochinondiimin (1:1)
Conditions | Yield |
---|---|
In acetonitrile at 20℃; | 96% |
tetrathiafulvalene
A
4-methoxy-2,2,6,6-tetramethylpiperidin-1-oxyl radical
Conditions | Yield |
---|---|
In acetonitrile for 0.0166667h; Ambient temperature; | A n/a B 95% |
Conditions | Yield |
---|---|
In ethanol A soln. of ligand in warm EtOH was added with stirring to a soln. of HAuCl4*3H2O in EtOH;; ppt. was washed with EtOH, dried under high vac.; elem. anal.;; | 95% |
tetrathiafulvalene
A
4-methoxy-2,2,6,6-tetramethylpiperidin-1-oxyl radical
Conditions | Yield |
---|---|
In acetonitrile for 0.0166667h; Ambient temperature; | A n/a B 93% |
tetrathiafulvalene
Conditions | Yield |
---|---|
In acetonitrile at 60℃; | 93% |
tetrathiafulvalene
3-bromopropyl acetate
bis[4,5-bis(3-acetoxypropylseleno)-1,3-dithiole-2-ylidene]
Conditions | Yield |
---|---|
Stage #1: tetrathiafulvalene With lithium diisopropyl amide In tetrahydrofuran; hexane at -78℃; Stage #2: With selenium In tetrahydrofuran; hexane at -78 - 0℃; Stage #3: 3-bromopropyl acetate In tetrahydrofuran; hexane | 93% |
Conditions | Yield |
---|---|
In acetonitrile A soln. of ligand in CH3CN was added with stirring to a soln. of HAuCl4*3H2O in CH3CN;; ppt. was filtered under N2, washed with dry CH3CN, dried under high vac.; elem. anal.;; | 93% |
tetrathiafulvalene
trimethylsilyl bis(trifluoromethanesulfonyl)imide
Conditions | Yield |
---|---|
With xenon fluoride In dichloromethane at -78 - -40℃; for 2h; | 93% |
tetrathiafulvalene
Conditions | Yield |
---|---|
In methanol for 24h; | 93% |
Conditions | Yield |
---|---|
In 5,5-dimethyl-1,3-cyclohexadiene for 6h; Diels-Alder Cycloaddition; Inert atmosphere; Reflux; | 93% |
tetrathiafulvalene
3-Brom-2,5-bis(cyanimino)-2,5-dihydro-6-(methylthio)thieno<3,2-b>thiophen
2-(1,3-Dithiol-2-yliden)-1,3-dithiol, CT-Komplex mit 3-Brom-2,5-bis(cyanimino)-2,5-dihydro-6-(methylthio)thieno<3,2-b>thiophen
Conditions | Yield |
---|---|
In acetonitrile Heating; | 92% |
tetrathiafulvalene
Conditions | Yield |
---|---|
With thionyl chloride In dichloromethane | 92% |
tetrathiafulvalene
A
4-methoxy-2,2,6,6-tetramethylpiperidin-1-oxyl radical
Conditions | Yield |
---|---|
In acetonitrile for 0.0166667h; Ambient temperature; | A n/a B 92% |
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