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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1986342Generated: October 29, 2026

Toluene → HCID 23137859, compound

https://huagongshe.com/reaction/1986342

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactant2-ChloroanthraquinoneHCID 8553—
ReactantCesium carbonateHCID 10796—
ReactantTricyclohexylphosphineHCID 75806—
ReactantBiphenyl-2-boronic acidHCID 4589187—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 23137859HCID 23137859—

Reaction Steps

Under the atmosphere of argon, 3.4 g (14 mmole) of 2-chloro-anthraquinone, 5 g (17 mmole, 1.2 eq) of 2-biphenylylboronic acid, 0.32 g (0.35 mmole; 5% by mass Pd) of tris(dibenzylideneacetone)dipalladium(0) and 14 g (43 mmole; 2.5 eq) of cesium carbonate were suspended in 40 ml of anhydrous dioxane. Then, 1.1 ml (25% by mass; 0.98 mmole; 1.4 eq to Pd) of a toluene solution of tricyclohexylphosphine was added, and the resultant mixture was stirred at 80° C. for 10 hours.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07547809B2
Source datasetuspto-grants-2009_06
ORD IDord-3ae61725dc4d48afb29961b7f7ae6ded
Source noteuspto-grants-2009_06