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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 555218Generated: October 25, 2026

tert-Butylphosphine → Tris[3-(carbazol-9-yl)phenyl]amine

https://huagongshe.com/reaction/555218

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-ButylphosphineHCID 123165—
ReactantBis[3-(carbazol-9-yl)phenyl]amineHCID 20648014—
ReactantSodium t-butoxideHCID 23676156—
Reactant9-(3-iodophenyl)-9H-carbazoleHCID 66987788—
Catalystpalladium(II) acetateHCID 167845—
SolventTolueneHCID 1140—
ProductTris[3-(carbazol-9-yl)phenyl]amineHCID 5757846656%

Reaction Steps

5.5 g of bis[3-(carbazol-9-yl)phenyl]amine, 4.9 g of 9-(3-iodophenyl)carbazole, 2.1 g of sodium tert-butoxide, 0.1 g of palladium acetate, and 50 ml of anhydrous toluene were added in a flask under a nitrogen atmosphere. At an inner temperature of 71° C., 0.4 g of tert-butylphosphine was added by using a syringe. After 10 hours of reaction at 100° C., 300 ml of toluene was added to extract the objective substance, followed by filtration. The filtrate was concentrated to dryness to obtain a crude product. The dried crude product was purified by column chromatography to obtain 5.3 g (yield 56%) of mTCTA (Compound 2). The product was identified by 1H-NMR analysis (see FIG. 1). The following 36 hydrogen atoms were detected upon 1H-NMR (CDCl3) analysis. δ (ppm): 8.083-8.130 ppm (6H), 7.468-7.565 ppm (6H), 7.128-7.390 ppm (24H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08053092B2
Source datasetuspto-grants-2011_11
ORD IDord-d1b869f12e244964a958a364acbb6fb7
Source noteuspto-grants-2011_11