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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2273502Generated: October 31, 2026

Toluene → HCID 86669959, compound

https://huagongshe.com/reaction/2273502

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactant9-Phenanthracenylboronic acidHCID 11775704—
Reactant2-(3,5-Dibromophenyl)-4,6-diphenyl-1,3,5-triazineHCID 58382615—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
ProductHCID 86669959HCID 8666995930%

Reaction Steps

In a stream of argon, 0.71 g (3.21 mmol) of 9-phenanthreneboronic acid, 1.50 g (3.21 mmol) of 2-(3,5-dibromophenyl)-4,6-diphenyl-1,3,5-triazine and 37.0 mg (0.0321 mmol) of tetrakis(triphenylphosphine)palladium were suspended in a mixed solvent composed of 120 mL of toluene and 15 mL of ethanol, and the resultant suspension was heated to 60° C. and maintained at that temperature for 12 hours while being stirred. The obtained reaction mixture was cooled to room temperature, and then distilled under a reduced pressure to remove all volatile materials. Methanol was added to the concentrate, and the thus-deposited solid was collected by filtration. The obtained crude product was purified by silica gel chromatography using a hexane/chloroform (2:1) mixed solvent as an eluent to give 0.54 g of the target 4,6-diphenyl-2-[5-(9-phenanthryl)-3-bromophenyl]-1,3,5-triazine as a white solid (yield: 30%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09120773B2
Source datasetuspto-grants-2015_09
ORD IDord-c04f602bc6de485ca5a24909a201fa90
Source noteuspto-grants-2015_09