Synthesis · Iodine uptake enhanced electrical conductivity by a metal-organic framework bearing nanotube array of π-stacked columns

6 structured synthesis routes

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

Partial recipeSource: Main

Route 1: Other

2-3 · 2.2. Synthesis of compound 1 and I2@1

Metal precursorsMnCl2.4H2O (135 mg, 0.68 mmol)

Linker precursorstris(2-naphthimidazole methyl)amine (L) (13.85 mg, 0.025 mmol); 3,5-dinitrobenzonitrile (dnbn) (9.8 mg, 0.05 mmol)

SolventsCH3CN/acetone (8 mL, 6:2 v/v) plus DMF (1 mL)

Atmospherenot stated

Temperature40 deg C for initial stirring; then room temperature crystallisation

Time0.167 h initial stir; several days crystallisation

Work-upleft undisturbed at room temperature; pale yellow prism-shaped crystals harvested

Activationnone reported for as-synthesised crystals

Scalability contextYield 55% based on L.

Show 5 structured reagent records

Role	Reagent	Amount / concentration	Source
Metal Source	MnCl2.4H2O	135 mg, 0.68 mmol	2-3 · 2.2. Synthesis of compound 1 and I2@1
Linker	tris(2-naphthimidazole methyl) amine (L)	13.85 mg, 0.025 mmol	2-3 · 2.2. Synthesis of compound 1 and I2@1
Linker	3,5-dinitrobenzonitrile (dnbn)	9.8 mg, 0.05 mmol	2-3 · 2.2. Synthesis of compound 1 and I2@1
Solvent	CH3CN/acetone	8 mL, 6:2 v/v	2-3 · 2.2. Synthesis of compound 1 and I2@1
Solvent	DMF	1 mL	2-3 · 2.2. Synthesis of compound 1 and I2@1

Partial recipeSource: Main

Route 2: Other

3 · 2.3. Regeneration of compound 1 · Fig. 2

Metal precursorscompound 1

SolventsCH3CN/acetone/DMF (9 mL, 6:2:1 v/v/v)

Atmospherenot stated

Temperatureroom temperature

Timeseveral days

Work-updissolved to a yellow solution; left undisturbed; yellow prism-shaped crystals recovered

Scalability context30.0 mg compound 1 scale for regeneration test.

Show 2 structured reagent records

Role	Reagent	Amount / concentration	Source
Other	compound 1	30.0 mg	3 · 2.3. Regeneration of compound 1 · Fig. 2
Solvent	CH3CN/acetone/DMF	9 mL, 6:2:1 v/v/v	3 · 2.3. Regeneration of compound 1 · Fig. 2

Vague recipeSource: Both

Route 3: Other

4-5 · 3.3. IR spectrum and TGA; 3.5. Guest tunable electric conductivities · Fig. S4-S6; Fig. S10

Metal precursorscompound 1

Solventssolvent molecules removed from as-synthesised compound 1; exact activation conditions not reported

Atmosphereargon for TGA characterisation; preparation atmosphere not stated

Temperaturenot stated for sample preparation; solvent-loss process below 130 deg C and stability beyond 150 deg C reported by TGA

Timenot stated

Work-updesolvated 1 used for gas adsorption and I2-loading experiments; isolation details not stated

Activationdesolvation mentioned but exact activation protocol not reported in main text or SI captions

Show 1 structured reagent record

Role	Reagent	Amount / concentration	Source
Other	compound 1	Not specified	4-5 · 3.3. IR spectrum and TGA; 3.5. Guest tunable electric conductivities · Fig. S4-S6; Fig. S10

Partial recipeSource: Main

Route 4: Other

5 · 3.5. Guest tunable electric conductivities · Fig. 5

Linker precursorsdesolvated 1

Solventsaqueous iodine solution

AdditivesI2

Atmospherenot stated

Temperatureroom temperature implied

Time8 h

Oxidant / reductantI2 guest

Work-upsoaking desolvated 1 in 1 mM aqueous I2; further isolation/drying not stated before pellet measurement

Activationdesolvated 1 used as host; exact desolvation conditions not reported

Show 2 structured reagent records

Role	Reagent	Amount / concentration	Source
Other	desolvated 1	Not specified	5 · 3.5. Guest tunable electric conductivities · Fig. 5
Oxidant	I2 aqueous solution	1 mM	5 · 3.5. Guest tunable electric conductivities · Fig. 5

Partial recipeSource: Main

Route 5: Other

3 · 2.2. Synthesis of compound 1 and I2@1

Linker precursorscompound 1 crystals

Solventsaqueous iodine solution

AdditivesI2

Atmospherenot stated

Temperatureroom temperature implied

Time8 h

Oxidant / reductantI2 guest

Work-upcrystals of compound 1 soaked in aqueous I2 solution; further washing/drying not stated

Activationnot stated for the section 2.2 bulk I2@1 preparation

Show 2 structured reagent records

Role	Reagent	Amount / concentration	Source
Other	compound 1 crystals	Not specified	3 · 2.2. Synthesis of compound 1 and I2@1
Oxidant	I2 aqueous solution	Not specified	3 · 2.2. Synthesis of compound 1 and I2@1

Partial recipeSource: Main

Route 6: Other

3 · 2.5. Iodine adsorption in aqueous solution · Fig. 3

Linker precursorsair-dried compound 1

Solventsaqueous iodine solution

AdditivesI2

Atmospherenot stated

Temperatureroom temperature implied

Timemonitored to ca. 1200 min; sample immersion described

Oxidant / reductantI2 guest

Work-up10.0 mg air-dried compound 1 immersed in 10 mL of 1 mM iodine aqueous solution; monitored by UV-Vis spectroscopy

Activationair-dried compound 1

Show 2 structured reagent records

Role	Reagent	Amount / concentration	Source
Other	air-dried compound 1	10.0 mg	3 · 2.5. Iodine adsorption in aqueous solution · Fig. 3
Oxidant	iodine aqueous solution	10 mL · 1 mM	3 · 2.5. Iodine adsorption in aqueous solution · Fig. 3