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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1486381Generated: October 25, 2026

Water → 2,2'-(5-(8-(9-phenyl-9H-carbazol-3-yl)dibenzo[b,d]furan-2-yl)-1,3-phenylene)bis(benzo[d]oxazole)

https://huagongshe.com/reaction/1486381

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant1,4-DioxaneHCID 31275—
Reactant3-(8-bromodibenzo[b,d]furan-2-yl)-9-phenyl-9H-carbazoleHCID 70661083—
Reactant3,5-Bis(benzo[d]oxazol-2-yl)phenylboronic Acid Pinacol EsterHCID 86711728—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
Product2,2'-(5-(8-(9-phenyl-9H-carbazol-3-yl)dibenzo[b,d]furan-2-yl)-1,3-phenylene)bis(benzo[d]oxazole)HCID 117607261—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of Compound 17 (1.25 g, 2.56 mmol), 2,2′-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-phenylene)bis(benzo[d]oxazole) (1.23 g, 2.82 mmol), tetrakis(triphenylphosphine) palladium(0) (0.15 g, 0.13 mmol), potassium carbonate (1.06 g, 7.68 mmol), 1,4-dioxane (35.00 mL), and water (7.00 mL) was degassed with bubbling argon for 20 minutes. The reaction was then heated to 100° C. and stirred overnight (16.5 hours), maintaining an argon atmosphere. After adding water, the precipitated product was filtered, dried, washed with dichloromethane, and recrystallized from chloroform/acetone. The recrystallized product was collected to yield Host-11 (1.13 g, 61%). Confirmed by LCMS (APCI): calculated for C50H29N3O3 (M+H): 720. Found: 720.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09425408B2
Source datasetuspto-grants-2016_08
ORD IDord-f771c08009a246b48ddcef4a70b089fe
Source noteuspto-grants-2016_08