Synthesis · Multifunctional coordination polymers based on copper(i) and mercaptonicotinic ligands: Synthesis, and structural, optical and electrical characterization

6 structured synthesis routes

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

Complete recipeSource: Main

Route 1: Solvothermal

7 · Experimental - Synthesis

Metal precursorsCuI (0.05 g, 0.26 mmol)

Linker precursorsH6mna (0.044 g, 0.26 mmol)

Solvents20 mL MeCN/H2O (1:1)

Atmospherenot specified

Temperature140

Time48

Work-upcooled to 20 C in 30 h; crystals filtered, washed with H2O, MeCN and diethyl ether, and vacuum dried

Activationvacuum drying

Scalability context0.025 g product, 46% yield based on Cu

Show 3 structured reagent records

Role	Reagent	Amount / concentration	Source
Metal Source	CuI	0.05 g, 0.26 mmol	7 · Experimental - Synthesis
Linker	H6mna	0.044 g, 0.26 mmol	7 · Experimental - Synthesis
Solvent	MeCN and H2O (1:1)	20 mL total	7 · Experimental - Synthesis

Complete recipeSource: Main

Route 2: Solvothermal

7 · Experimental - Synthesis · Scheme 1

Metal precursorsCuI (0.10 g, 0.52 mmol)

Linker precursorsH2dtdn (0.088 g, 0.26 mmol)

Solvents20 mL acetonitrile/ethanol (MeCN/EtOH, 1:1)

Atmospherenot specified

Temperature130

Time48

Oxidant / reductantin situ disulfide cleavage to 6mna(-) under energetic conditions

Work-upcooled to 20 C in 24 h; orange solid filtered, washed with H2O, MeCN and diethyl ether, and vacuum dried

Activationvacuum drying

Scalability context0.06 g product, 53% yield based on Cu

Show 3 structured reagent records

Role	Reagent	Amount / concentration	Source
Metal Source	CuI	0.10 g, 0.52 mmol	7 · Experimental - Synthesis · Scheme 1
Linker	H2dtdn	0.088 g, 0.26 mmol	7 · Experimental - Synthesis · Scheme 1
Solvent	acetonitrile (MeCN) and ethanol (EtOH) (1:1)	20 mL total	7 · Experimental - Synthesis · Scheme 1

Complete recipeSource: Main

Route 3: Other

7 · Experimental - Synthesis · Scheme 1

Metal precursorsCuI (0.05 g, 0.26 mmol)

Linker precursorsH6mna (0.044 g, 0.26 mmol)

Solvents30 mL MeCN/MeOH (1:1); H2O added to precipitate

AdditivesH2O as precipitant

Atmospherenot specified

Temperatureroom temperature

Time2

Work-upH2O added; orange solid filtered, washed with H2O, MeCN and diethyl ether, and vacuum dried

Activationvacuum drying

Scalability context0.04 g product, 70% yield based on Cu

Show 4 structured reagent records

Role	Reagent	Amount / concentration	Source
Metal Source	CuI	0.05 g, 0.26 mmol	7 · Experimental - Synthesis · Scheme 1
Linker	H6mna	0.044 g, 0.26 mmol	7 · Experimental - Synthesis · Scheme 1
Solvent	MeCN and methanol (MeOH) (1:1)	30 mL total	7 · Experimental - Synthesis · Scheme 1
Additive	H2O	added to precipitate	7 · Experimental - Synthesis · Scheme 1

Complete recipeSource: Main

Route 4: Solvothermal

2, 7 · Results and discussion; Experimental - Synthesis · Scheme 1

Metal precursorsCuI (0.05 g, 0.26 mmol)

Linker precursorsH6mna (0.044 g, 0.26 mmol)

Solvents30 mL MeCN/CH2Cl2 (1:1)

Atmospherenot specified

Temperature140

Time48

Oxidant / reductantCH2Cl2 degradation supplies chloride

Work-upcooled to 30 C in 20 h; orange/red crystals filtered, washed with H2O, MeCN and diethyl ether, and vacuum dried

Activationvacuum drying

Scalability context0.035 g product, 52% yield based on Cu

Show 3 structured reagent records

Role	Reagent	Amount / concentration	Source
Metal Source	CuI	0.05 g, 0.26 mmol	2, 7 · Results and discussion; Experimental - Synthesis · Scheme 1
Linker	H6mna	0.044 g, 0.26 mmol	2, 7 · Results and discussion; Experimental - Synthesis · Scheme 1
Solvent	MeCN and dichloromethane (CH2Cl2) (1:1)	30 mL total	2, 7 · Results and discussion; Experimental - Synthesis · Scheme 1

Complete recipeSource: Main

Route 5: Other

7 · Experimental - Synthesis · Scheme 1

Metal precursorsCuI (0.10 g, 0.52 mmol)

Linker precursorsH2dtdn (0.081 g, 0.26 mmol)

Solvents30 mL EtOH/MeCN (1:1)

Atmospherenot specified

Temperature80

Time2

Work-uprefluxed solution filtered to remove unknown yellow solid; yellow solution slowly evaporated at 25 C to yield crystals

Activationnot specified

Scalability context0.071 g product, 38% yield based on Cu; unknown yellow solid byproduct 0.042 g

Show 3 structured reagent records

Role	Reagent	Amount / concentration	Source
Metal Source	CuI	0.10 g, 0.52 mmol	7 · Experimental - Synthesis · Scheme 1
Linker	H2dtdn	0.081 g, 0.26 mmol	7 · Experimental - Synthesis · Scheme 1
Solvent	EtOH/MeCN (1:1)	30 mL total	7 · Experimental - Synthesis · Scheme 1

Complete recipeSource: Main

Route 6: Other

2, 7 · Results and discussion; Experimental - Synthesis · Scheme 1

Metal precursorsCuI (0.05 g, 0.26 mmol)

Linker precursorsH6mna (0.044 g, 0.26 mmol)

Solvents60 mL EtOH/MeCN (1:1)

Atmospherenot specified; oxygen implicated by authors for H6mna oxidation

Temperatureroom temperature

Time2 h stirring, then days to one week crystallisation

Oxidant / reductantoxidation of H6mna to disulfide form dtdn2- in the presence of oxygen is invoked

Work-upsolution filtered after stirring and left to crystallise at 25 C and 4 C; unknown solid filtered/washed; remaining solution left at 25 C until crystals appeared

Activationvacuum drying of byproduct; crystal drying not explicitly specified

Scalability context0.010 g CP3 product, 10% yield based on Cu; unknown yellow solid 0.02 g

Show 3 structured reagent records

Role	Reagent	Amount / concentration	Source
Metal Source	CuI	0.05 g, 0.26 mmol	2, 7 · Results and discussion; Experimental - Synthesis · Scheme 1
Linker	H6mna	0.044 g, 0.26 mmol	2, 7 · Results and discussion; Experimental - Synthesis · Scheme 1
Solvent	EtOH and MeCN (1:1)	60 mL total	2, 7 · Results and discussion; Experimental - Synthesis · Scheme 1