cMOF Evidence Base

Synthesis evidence

Interdigitated conducting tetrathiafulvalene-based coordination networks

Bechu D., Xie L.S., Le Breton N. et al. · Chemical Communications · 2020 · 2407-2410

8 structured synthesis routes

Completeness describes how fully the route could be reconstructed from the main article and supporting information.

Vague recipeSource: Main

Route 1: Other

p003 / journal p2409 · Oxidation discussion

Atmosphereiodine vapour
Temperatureroom temperature
Oxidant / reductantI2 vapour
Show 1 structured reagent record
RoleReagentAmount / concentrationSource
OxidantI2 vapourNot specifiedp003 / journal p2409 · Oxidation discussion
Vague recipeSource: Main

Route 2: Other

p003 / journal p2409 · Oxidation discussion

Atmosphereiodine vapour
Temperatureroom temperature
Oxidant / reductantI2 vapour
Show 1 structured reagent record
RoleReagentAmount / concentrationSource
OxidantI2 vapourNot specifiedp003 / journal p2409 · Oxidation discussion
Vague recipeSource: Main

Route 3: Other

p003 / journal p2409 · Oxidation discussion

Atmosphereiodine vapour
Temperatureroom temperature
Oxidant / reductantI2 vapour
Show 1 structured reagent record
RoleReagentAmount / concentrationSource
OxidantI2 vapourNot specifiedp003 / journal p2409 · Oxidation discussion
Complete recipeSource: Both

Route 4: Other

p001-p002 · Synthesis, EDT-TTF 1

Metal precursorsnone
Linker precursorsdithiolone 2; dithiolthione 3
Solventsdry toluene (12 mL); CH2Cl2/MeOH 95/5 for chromatography
Additivesdry triethylphosphite (4 mL)
Temperature110
Timeovernight
Oxidant / reductanttriethylphosphite reductive cross-coupling reagent
Work-upCooled to room temperature; solvent removed under reduced pressure; purified by SiO2 column chromatography with CH2Cl2/MeOH 95/5.
Scalability contextReported isolated product 210 mg, 29% in SI; main text reports 28% yield.
Show 5 structured reagent records
RoleReagentAmount / concentrationSource
LinkerDithiolone 2500 mg; 1.4 mmol; 1eqp001-p002 · Synthesis, EDT-TTF 1
LinkerDithiolthione 3333 mg; 1.4 mmol; 1eqp001-p002 · Synthesis, EDT-TTF 1
Solventdry toluene12 mLp001-p002 · Synthesis, EDT-TTF 1
Reductantdry triethylphosphite4 mLp001-p002 · Synthesis, EDT-TTF 1
SolventCH2Cl2/MeOH95/5 chromatography eluentp001-p002 · Synthesis, EDT-TTF 1
Complete recipeSource: Both

Route 5: Liquid Liquid Interface

p003-p004 · Network 4

Metal precursorsCo(NCS)2.(4Py)4
Linker precursorsEDT-TTF ligand 1
SolventsCHCl3; EtOH/CHCl3 1/1 buffer; EtOH
Atmospherenot specified
Temperatureroom temperature
Timefew days
Work-upOrange crystals isolated; SI does not specify washing before oxidation except later filtered and washed with CHCl3 and EtOH.
Scalability context11.8 mg, 33% yield.
Show 3 structured reagent records
RoleReagentAmount / concentrationSource
LinkerEDT-TTF ligand 1 in CHCl38 mL · 2.9 mMp003-p004 · Network 4
SolventEtOH/CHCl3 buffer2 mL; 1/1p003-p004 · Network 4
Metal SourceCo(NCS)2.(4Py)4 in EtOH8 mL · 4 mMp003-p004 · Network 4
Complete recipeSource: Both

Route 6: Other

p004 · Oxidation method · Figure ESI 5

SolventsCHCl3; CHCl3/EtOH 1/1 wash
Atmospherenot specified
Temperatureroom temperature
Time3
Oxidant / reductantI2, 0.05 M in CHCl3
Work-upCrystals first filtered and washed with 5 mL CHCl3 and 5 mL EtOH; after iodine soak, washed several times with CHCl3/EtOH 1/1.
Show 4 structured reagent records
RoleReagentAmount / concentrationSource
OxidantI2 in CHCl35 mL · 0.05 Mp004 · Oxidation method · Figure ESI 5
SolventCHCl35 mL wash before oxidationp004 · Oxidation method · Figure ESI 5
SolventEtOH5 mL wash before oxidationp004 · Oxidation method · Figure ESI 5
SolventCHCl3/EtOHseveral washes; 1/1p004 · Oxidation method · Figure ESI 5
Complete recipeSource: Both

Route 7: Liquid Liquid Interface

p004 · Network 5

Metal precursorsFe(NCS)2.(4Py)4
Linker precursorsEDT-TTF ligand 1
SolventsCHCl3; EtOH/CHCl3 1/1 buffer; EtOH
Atmosphereargon
Temperatureroom temperature
Timefew days
Work-upOrange crystals isolated; SI does not specify washing before oxidation except later filtered and washed with CHCl3 and EtOH.
Scalability context10 mg, 28% yield.
Show 3 structured reagent records
RoleReagentAmount / concentrationSource
LinkerEDT-TTF ligand 1 in CHCl38 mL · 2.9 mMp004 · Network 5
SolventEtOH/CHCl3 buffer2 mL; 1/1p004 · Network 5
Metal SourceFe(NCS)2.(4Py)4 in EtOH8 mL · 4 mMp004 · Network 5
Complete recipeSource: Both

Route 8: Other

p004 · Oxidation method · Figure ESI 5

SolventsCHCl3; CHCl3/EtOH 1/1 wash
Atmospherenot specified
Temperatureroom temperature
Time3
Oxidant / reductantI2, 0.05 M in CHCl3
Work-upCrystals first filtered and washed with 5 mL CHCl3 and 5 mL EtOH; after iodine soak, washed several times with CHCl3/EtOH 1/1.
Show 4 structured reagent records
RoleReagentAmount / concentrationSource
OxidantI2 in CHCl35 mL · 0.05 Mp004 · Oxidation method · Figure ESI 5
SolventCHCl35 mL wash before oxidationp004 · Oxidation method · Figure ESI 5
SolventEtOH5 mL wash before oxidationp004 · Oxidation method · Figure ESI 5
SolventCHCl3/EtOHseveral washes; 1/1p004 · Oxidation method · Figure ESI 5