Partial recipeSource: Main
Route 1: Other
21246 · main text · Figure 5a
AtmosphereAmbient air
Temperatureroom temperature
Time336
Oxidant / reductantOxygen/ambient air
Synthesis evidence
Valence-Dependent Electrical Conductivity in a 3D Tetrahydroxyquinone-Based Metal-Organic Framework
Chen G., Gee L.B., Xu W. et al. · Journal of the American Chemical Society · 2020 · 21243-21248
8 structured synthesis routes
Completeness describes how fully the route could be reconstructed from the main article and supporting information.
Complete recipeSource: SI
Route 2: Other
S2 · Activation of FeTHQ for BET
AtmosphereVacuum/degassing
Temperature60 then 100
Time2 then 8
Work-upFeTHQ filtered, washed with water and acetone, and dried at room temperature under vacuum before degassing.
ActivationDegassed at 60 deg C for 2 h followed by 100 deg C for 8 h.
Complete recipeSource: SI
Route 3: Other
S11 · Figure S14 caption · Figure S14
SolventsAnhydrous THF
AtmosphereGlovebox
Temperatureroom temperature
Time12
Oxidant / reductant0.5 mL of freshly prepared 0.2 M sodium naphthalenide in THF after prior air oxidation
Work-upFiltered, solvent-washed, and vacuum dried as in the Reduction of FeTHQ procedure.
ActivationVacuum dried at 60 deg C for 1 h before reduction.
Scalability contextReduction recipe reported for 100 mg air-oxidised FeTHQ.
Show 1 structured reagent record
| Role | Reagent | Amount / concentration | Source |
|---|---|---|---|
| Reductant | sodium naphthalenide in THF | 0.5 mL · 0.2 M | S11 · Figure S14 caption · Figure S14 |
Complete recipeSource: SI
Route 4: Other
S11 · Figure S14 caption · Figure S14
SolventsAnhydrous THF
AtmosphereGlovebox
Temperatureroom temperature
Time12
Oxidant / reductant2 mL of freshly prepared 0.2 M sodium naphthalenide in THF after prior air oxidation
Work-upFiltered, solvent-washed, and vacuum dried as in the Reduction of FeTHQ procedure.
ActivationVacuum dried at 60 deg C for 1 h before reduction.
Scalability contextReduction recipe reported for 100 mg air-oxidised FeTHQ.
Show 1 structured reagent record
| Role | Reagent | Amount / concentration | Source |
|---|---|---|---|
| Reductant | sodium naphthalenide in THF | 2 mL · 0.2 M | S11 · Figure S14 caption · Figure S14 |
Complete recipeSource: Both
Route 5: Other
S2 · Reduction of FeTHQ · Figure 5a caption
SolventsAnhydrous THF
AtmosphereGlovebox; nitrogen-bubbled THF wash
Temperatureroom temperature
Time12
Oxidant / reductant0.5 mL of freshly prepared 0.2 M sodium naphthalenide in THF
Work-upFiltered; washed with nitrogen-bubbled THF (50 mL x 2), methanol (50 mL x 2), and acetone (50 mL x 2); dried at 50 deg C under vacuum for 1 h.
ActivationVacuum dried at 60 deg C for 1 h before reduction.
Scalability contextReduction recipe reported for 100 mg FeTHQ powder.
Show 2 structured reagent records
| Role | Reagent | Amount / concentration | Source |
|---|---|---|---|
| Reductant | sodium naphthalenide in THF | 0.5 mL · 0.2 M | S2 · Reduction of FeTHQ · Figure 5a caption |
| Solvent | anhydrous tetrahydrofuran (THF) | Not specified | S2 · Reduction of FeTHQ · Figure 5a caption |
Complete recipeSource: Both
Route 6: Other
21245 · Figure caption · Figure 5a
SolventsAnhydrous THF
AtmosphereGlovebox; nitrogen-bubbled THF wash
Temperatureroom temperature
Time12
Oxidant / reductant2 mL of freshly prepared 0.2 M sodium naphthalenide in THF
Work-upFiltered; washed with nitrogen-bubbled THF, methanol, and acetone; dried at 50 deg C under vacuum for 1 h.
ActivationVacuum dried at 60 deg C for 1 h before reduction.
Scalability contextReduction recipe reported for 100 mg FeTHQ powder.
Show 1 structured reagent record
| Role | Reagent | Amount / concentration | Source |
|---|---|---|---|
| Reductant | sodium naphthalenide in THF | 2 mL · 0.2 M | 21245 · Figure caption · Figure 5a |
Complete recipeSource: Both
Route 7: Other
S2 · Reduction of FeTHQ · Figure 5a caption
SolventsAnhydrous THF
AtmosphereGlovebox; nitrogen-bubbled THF wash
Temperatureroom temperature
Time12
Oxidant / reductant4 mL of freshly prepared 0.2 M sodium naphthalenide in THF
Work-upFiltered; washed with nitrogen-bubbled THF, methanol, and acetone; dried at 50 deg C under vacuum for 1 h.
ActivationVacuum dried at 60 deg C for 1 h before reduction.
Scalability contextReduction recipe reported for 100 mg FeTHQ powder.
Show 1 structured reagent record
| Role | Reagent | Amount / concentration | Source |
|---|---|---|---|
| Reductant | sodium naphthalenide in THF | 4 mL · 0.2 M | S2 · Reduction of FeTHQ · Figure 5a caption |
Complete recipeSource: Both
Route 8: Solvothermal
S2 · Synthesis of FeTHQ
Metal precursorsIron(II) sulfate heptahydrate (FeSO4.7H2O), 96.9 mg, 0.348 mmol
Linker precursorsTetrahydroxy-1,4-benzoquinone hydrate (THQ), 30 mg, 0.174 mmol on anhydrous basis
Solvents5 mL DMF + 5 mL H2O for THQ; 10 mL H2O for FeSO4.7H2O
AtmosphereTightly sealed vial; product stored in glovebox after synthesis
Temperature80
Time12
Work-upFiltered; washed with H2O (50 mL x 2) and acetone (20 mL x 2); dried in 60 deg C vacuum oven for 1 h.
ActivationNone for as-prepared powder; separate BET activation route captured.
Scalability contextReported yield about 35 mg, 83% assuming anhydrous THQ.
Show 4 structured reagent records
| Role | Reagent | Amount / concentration | Source |
|---|---|---|---|
| Metal Source | Iron (II) sulfate heptahydrate (FeSO4.7H2O) | 96.9 mg, 0.348 mmol | S2 · Synthesis of FeTHQ |
| Linker | Tetrahydroxy-1,4-benzoquinone hydrate (THQ) | 30 mg, 0.174 mmol on anhydrous basis | S2 · Synthesis of FeTHQ |
| Solvent | DMF | 5 mL | S2 · Synthesis of FeTHQ |
| Solvent | H2O | 15 mL total | S2 · Synthesis of FeTHQ |