Synthesis · Emergence of electrical conductivity in a flexible coordination polymer by using chemical reduction

5 structured synthesis routes

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

Complete recipeSource: Both

Route 1: Liquid Liquid Interface

3 · Syntheses

Metal precursorsCu(NO3)2.3H2O in DMF

Linker precursorsNDI-enpy in chloroform

Solventschloroform; DMF; DMF/chloroform (1:1, v/v)

Atmospherenot specified

Temperatureroom temperature (not numerically specified)

Time168

Work-upPurple crystals separated by decantation using methanol and chloroform.

ActivationNo activation reported for as-synthesised guest-loaded crystals.

Scalability contextSmall-volume diffusion crystallisation; SI reports 10% yield and impurities mostly ligand crystal.

Show 5 structured reagent records

Role	Reagent	Amount / concentration	Source
Linker	NDI-enpy	1 mL solution · 10 mM	3 · Syntheses
Metal Source	Cu(NO3)2.3H2O	0.33 mL DMF solution · 33 mM	3 · Syntheses
Solvent	DMF/chloroform (1:1, v/v)	0.10 mL	3 · Syntheses
Solvent	chloroform	1 mL linker solution plus workup	3 · Syntheses
Solvent	methanol	workup by decantation	3 · Syntheses

Vague recipeSource: Main

Route 2: Other

8620 · Main text · Fig. 2b

Metal precursorspreformed 1

Linker precursorspreformed 1

Atmospherenot specified

Work-upExact desolvation workup not reported.

ActivationDesolvation of 1 inferred from the desolvated complex 1d; exact activation conditions not given.

Show 1 structured reagent record

Role	Reagent	Amount / concentration	Source
Other	as-synthesised 1	Not specified	8620 · Main text · Fig. 2b

Complete recipeSource: Both

Route 3: Other

4 · Syntheses

Metal precursorspreformed [Cu(NDI-enpy)2(NO3)2].2CHCl3 (1)

Linker precursorsNDI-enpy within 1

SolventsH2O

Atmospherenitrogen

Temperatureroom temperature (not numerically specified)

Oxidant / reductanthydrazine monohydrate (reductant)

Work-upBlack solid 2 collected by filtration.

ActivationNo separate activation; reduction removes nitrate and chloroform and gives hydrated 2.

Scalability context16 mg (0.012 mmol) precursor scale; hydrazine amount stated as one drop.

Show 3 structured reagent records

Role	Reagent	Amount / concentration	Source
Other	compound 1	16 mg (0.012 mmol)	4 · Syntheses
Solvent	H2O	1 mL	4 · Syntheses
Reductant	hydrazine monohydrate	one drop	4 · Syntheses

Partial recipeSource: Both

Route 4: Other

8620 · Main text · Fig. S1

Metal precursorspreformed desolvated 1d

Linker precursorsNDI-enpy within 1d

Solventsaqueous medium inferred from same hydrazine method

Atmospherenot restated; same method as reduction of 1

Temperatureroom temperature (not numerically specified)

Oxidant / reductanthydrazine monohydrate (reductant)

Show 2 structured reagent records

Role	Reagent	Amount / concentration	Source
Other	compound 1d	Not specified	8620 · Main text · Fig. S1
Reductant	hydrazine monohydrate	Not specified	8620 · Main text · Fig. S1

Complete recipeSource: SI

Route 5: Other

3 · Syntheses

Linker precursorsnaphthalene-1,4,5,8-tetracarboxylic dianhydride; 4-(2-aminoethyl)pyridine

SolventsN,N-dimethylformamide (DMF); water workup; methanol wash

Atmospherenot specified

Temperature115

Timeovernight (not numerically specified)

Work-upCooled to room temperature, added into 100 mL water; precipitate filtered, washed with a little methanol, and dried.

Scalability context1.35 g NDA scale; 79% yield.

Show 5 structured reagent records

Role	Reagent	Amount / concentration	Source
Linker	Naphthalene-1,4,5,8-tetracarboxylic dianhydride (NDA)	1.35 g (5.04 mmol)	3 · Syntheses
Linker	4-(2-aminoethyl)pyridine	1.96 g (16.1 mmol)	3 · Syntheses
Solvent	N,N-dimethylformamide (DMF)	20 mL	3 · Syntheses
Solvent	water	100 mL	3 · Syntheses
Solvent	methanol	a little amount	3 · Syntheses