Synthesis · A Conductive 2D Conjugated Tetrathia[8]circulene-Based Nickel Metal–Organic Framework for Energy Storage

4 structured synthesis routes

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

Complete recipeSource: SI

Route 1: Other

9 · 2,3,5,6,8,9,11,12-octahydroxy-tetrathia[8]circulene (6) · Scheme S1

Linker precursors2,3,5,6,8,9,11,12-octamethoxyl-tetrathia[8]circulene (compound 5)

Solventsdry DCM (5.0 mL); deionized water quench

Additivesboron tribromide (BBr3)

Temperature-60 then room temperature

Time2 h at -60 C then overnight at room temperature; stirred 2 h after water quench

Oxidant / reductantBBr3 demethylation reagent

Work-upquenched with deionized water and filtered

Scalability context50 mg precursor scale; 40 mg product, 96.5% yield

Show 4 structured reagent records

Role	Reagent	Amount / concentration	Source
Linker	compound 5	50 mg, 0.075 mmol	9 · 2,3,5,6,8,9,11,12-octahydroxy-tetrathia[8]circulene (6) · Scheme S1
Solvent	dry DCM	5.0 mL	9 · 2,3,5,6,8,9,11,12-octahydroxy-tetrathia[8]circulene (6) · Scheme S1
Additive	boron tribromide (BBr3)	0.59 mL, 6 mmol	9 · 2,3,5,6,8,9,11,12-octahydroxy-tetrathia[8]circulene (6) · Scheme S1
Solvent	deionized water	Not specified	9 · 2,3,5,6,8,9,11,12-octahydroxy-tetrathia[8]circulene (6) · Scheme S1

Complete recipeSource: SI

Route 2: Other

4 · Standard three-electrode system measurements

Solventssmall amount of isopropanol; PTFE binder solution in H2O

Additivescarbon black; PTFE binder

Atmospherevacuum drying

Temperature70

Timeovernight

Substrate orientationcarbon paper electrode

Work-upground/kneaded to homogeneous slurry/paste, divided into six pieces, transferred to carbon papers

Activationdried at 70 C under vacuum overnight

Scalability contextSingle-electrode active mass 1.33 mg.

Show 4 structured reagent records

Role	Reagent	Amount / concentration	Source
Other	Ni-TTC powder	8 mg	4 · Standard three-electrode system measurements
Additive	carbon black	1 mg	4 · Standard three-electrode system measurements
Additive	PTFE binder solution	1.4 uL · 60 wt% in H2O	4 · Standard three-electrode system measurements
Solvent	isopropanol	small amount	4 · Standard three-electrode system measurements

Complete recipeSource: Both

Route 3: Solvothermal

2 · 2.1. Synthesis and Structural Characterization of Ni-TTC · Figure 1a

Metal precursorsNi(OAc)2.4H2O

Linker precursors8OH-TTC

Solvents0.2 mL N,N-dimethylformamide (DMF) and 1.0 mL deionized water

Atmospheresealed tube; vacuum stated in SI

Temperature85

Time24

Work-upSI: washed with water, DMF, acetone and diethyl ether several times

ActivationSI: dried overnight in vacuum at 60 C

Scalability contextSI reports milligram-scale synthesis: 11.04 mg ligand and 9.95 mg nickel acetate tetrahydrate.

Show 4 structured reagent records

Role	Reagent	Amount / concentration	Source
Linker	8OH-TTC ligand	11.04 mg	2 · 2.1. Synthesis and Structural Characterization of Ni-TTC · Figure 1a
Metal Source	Ni(OAc)2.4H2O	9.95 mg	2 · 2.1. Synthesis and Structural Characterization of Ni-TTC · Figure 1a
Solvent	dimethyformamide(DMF)	0.2 mL	2 · 2.1. Synthesis and Structural Characterization of Ni-TTC · Figure 1a
Solvent	deionized water	1.0 mL	2 · 2.1. Synthesis and Structural Characterization of Ni-TTC · Figure 1a

Complete recipeSource: SI

Route 4: Solvothermal

9 · Synthesis of Ni-TTC

Metal precursorsNi(OAc)2.4H2O

Linker precursors8OH-TTC

Solvents0.2 mL dimethyformamide(DMF); 1.0 mL deionized water

Atmospherepolymerization tube sealed under vacuum condition

Temperature85

Time24

Work-upwashed with water, DMF, acetone and diethyl ether several times

Activationdried overnight in vacuum at 60 C

Scalability contextSmall-batch sealed-tube synthesis.

Show 4 structured reagent records

Role	Reagent	Amount / concentration	Source
Linker	8OH-TTC ligand	11.04 mg	9 · Synthesis of Ni-TTC
Metal Source	Ni(OAc)2.4H2O	9.95 mg	9 · Synthesis of Ni-TTC
Solvent	dimethyformamide(DMF)	0.2 mL	9 · Synthesis of Ni-TTC
Solvent	deionized water	1.0 mL	9 · Synthesis of Ni-TTC