Synthesis · Redox control and high conductivity of nickel bis(dithiolene) complex π-nanosheet: A potential organic two-dimensional topological insulator

3 structured synthesis routes

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

Vague recipeSource: Both

main p.1, article p.14357 · Introduction · Figure 1

Metal precursorsnickel(II) ions

Linker precursorsbenzenehexathiol (BHT)

Show 2 structured reagent records

Role	Reagent	Amount / concentration	Source
Metal Source	nickel(II) ions	Not specified	main p.1, article p.14357 · Introduction · Figure 1
Linker	benzenehexathiol (BHT)	Not specified	main p.1, article p.14357 · Introduction · Figure 1

Complete recipeSource: SI

SI p.S2 · Preparation of ox-1

Metal precursorsap-1, 20.3 mg, equivalent to 13.8 umol considering the nickel bis(dithiolene) complex unit

Linker precursorscontained in ap-1

Solventsdichloromethane, 50 mL

AtmosphereAr

Temperatureroom temperature reaction; drying at 150 C

Time22 h reaction

Oxidant / reductanttris(4-bromophenyl)aminium hexachloroantimonate, 119 mg, 146 umol, oxidant

Work-upFiltered through a membrane filter; washed with dichloromethane until filtrate became colourless.

ActivationDried at 150 C in vacuo

Scalability context18.2 mg black solid obtained from 20.3 mg ap-1.

Show 3 structured reagent records

Role	Reagent	Amount / concentration	Source
Other	ap-1	20.3 mg, equivalent to 13.8 umol considering the nickel bis(dithiolene) complex unit	SI p.S2 · Preparation of ox-1
Oxidant	tris(4-bromophenyl)aminium hexachloroantimonate	119 mg, 146 umol	SI p.S2 · Preparation of ox-1
Solvent	dichloromethane	50 mL	SI p.S2 · Preparation of ox-1

Complete recipeSource: SI

SI p.S2 · Preparation of red-1

Metal precursorsap-1, 10.0 mg, equivalent to 6.8 umol considering the nickel bis(dithiolene) complex unit

Linker precursorscontained in ap-1

Solventsacetonitrile, 50 mL

AtmosphereAr

Temperaturereflux; drying at 150 C

Time15 h reflux

Oxidant / reductantNaTCNQ, 154 mg, 0.68 mmol, reductant

Work-upFiltered through a membrane filter; washed with boiling acetonitrile until filtrate became colourless.

ActivationDried at 150 C in vacuo

Scalability context9.4 mg black solid with metallic lustre obtained from 10.0 mg ap-1.

Show 3 structured reagent records

Role	Reagent	Amount / concentration	Source
Other	ap-1	10.0 mg, equivalent to 6.8 umol considering the nickel bis(dithiolene) complex unit	SI p.S2 · Preparation of red-1
Reductant	NaTCNQ	154 mg, 0.68 mmol	SI p.S2 · Preparation of red-1
Solvent	acetonitrile	50 mL	SI p.S2 · Preparation of red-1