Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 871122Generated: October 30, 2026

Toluene → 2-(3-(Triphenylen-2-yl)phenyl)benzo[b]benzo[4,5]thieno[3,2-d]thiophene

https://huagongshe.com/reaction/871122

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant4,4,5,5-tetraMethyl-2-(3-(triphenylen-2-yl)phenyl)-1,3,2-dioxaborolaneHCID 58489416—
ReactantHCID 86689410HCID 86689410—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Catalyst2-Dicyclohexylphosphino-2',6'-dimethoxybiphenylHCID 11269872—
SolventWaterHCID 962—
Product2-(3-(Triphenylen-2-yl)phenyl)benzo[b]benzo[4,5]thieno[3,2-d]thiopheneHCID 8668940981.2%

Reaction Steps

Benzo[b]benzo[4,5]thieno[3,2-d]thiophen-2-yl trifluoromethanesulfonate (1.5 g, 3.86 mmol), Pd2(dba)3 (0.071 g, 0.077 mmol), dicyclohexyl(2′,6′-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine (0.127 g, 0.309 mmol), 4,4,5,5-tetramethyl-2-(3-(triphenylen-2-yl)phenyl)-1,3,2-dioxaborolane (1.82 g, 4.25 mmol), K3PO4 (2.46 g, 11.59 mmol), toluene (90 mL) and water (10 mL) were charged in a 250 mL flask. This mixture was bubbling with nitrogen for 30 minutes then heated up to reflux for overnight. After purification, 1.7 g (81%) of a white solid was obtained. The compound was confirmed by NMR.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08969592B2
Source datasetuspto-grants-2015_03
ORD IDord-1a1f0c484a254789b17a64709f214a98
Source noteuspto-grants-2015_03