BIS-(2,6-DIMETHYL-PHENYL)-AMINE

General procedure: In a Schlenk tube with a magnetic bar, base (3.0mmol), PdClGeneral procedure: Under NThe Protection of Nitrogen Under, The Reaction Tube to are potassium tertiary Butanol (0.91 mmol) and. 1, . 4 - dioxane (0.5 ml), [Pd (of IPr) (isoquinoline) CIGeneral procedure: Under N2 atmosphere, KOtBu (114.0 mg, 1.0 mmol), NHC-Pd(II)-Im complex 1 (5.2 mg, 1.0 mol %), dry toluene (1.0 mL), chlorobenzene 2a (0.8 mmol), and aniline 3a (0.96 mmol) were successively added into a Schlenk reaction tube. The reaction mixture was stirred under reflux for 4 h. Then the solvent was removed under reduced pressure and the residue was purified by a flash chromatography on silica gel to give the pure product 4a.The Protection of Nitrogen Under, The Reaction Tube to are potassium tertiary Butanol (0.91 mmol) and. 1, . 4 - dioxane (0.5 ml), [Pd (of IPr) (isoquinoline) CI2] Complex (41 is) of The Solution (10 L, (0.84 mmol), 2, 6 - dimethyl chlorobenzene (0.7 mmol), the mixture (2), 2 - 6 - dimethyl - chlorobenzene (0.7 mmol) Is available in 110 C C stirring for 3 hours, stopping the reaction, cooling to room temperature, pressure reduced on on lathe does solvent, rapid column chromatography separation to obtain the product, yield is 99%. White solid.General procedure: Under N2 atmosphere, KOtBu (1.3 equiv), toluene (1.0 mL), amines 5 (0.84 mmol), aryl chlorides 4 (0.7 mmol) and finally a solution of complex 3a (20-100muL, 0.01-0.05 mol%, prepared from 0.014 mmol 3a in 4.0mL toluene) were successively added into a Schlenk reaction tube. The mixture was stirred vigorously at 110 C for 24h. Then the solvent was removed under reduced pressure and the residue was purified by flash column chromatography (SiO2) to give the corresponding products.Add B29-B (3.8g, 0.010mol) to a 500mL three-necked flask, Carbazole (3.7 g, 0.022 mol), Sodium tert-butoxide (3.0 g, 0.030 mol) and toluene (60 mL) under a nitrogen atmospherePalladium acetate (22 mg, 0.0001 mol) and tri-tert-butylphosphonium tetrafluoroborate (58 mg, 0.0002 mol) were added.After heating to reflux, the reaction was kept for 6.0 hrs, and the reaction was completed by TLC.Decrease to 20 ~ 25 C, add water (10mL) to quench the reaction, stratify, the organic phase is desolvent under reduced pressure to no fraction, That is, B29 crude. Further recrystallization using an ethyl acetate/ethanol mixed solvent, suction filtration, and collecting the filter cake.Obtained B29 of 5.3g, and the calculated yield was69.55%, General procedure: In a Schlenk tube with a magnetic bar, base (3.0mmol), PdCl2(Ph3P)2 (3.5mg, 0.5mol%)and Ph3P (2.6mg, 1.0mol%), aryl amine (1.0mmol), and aryl bromide (2.5mmol) in o-xylene (8.0mL) were placed under nitrogen. The resulting mixture was stirred at reflux for 8h (or 12h) under nitrogen. The solvent was evaporated in vacuo, and the residue was purified by flash column chromatography (petroleum ether/EtOAc) to give the product.

Molecular Weight:225.33
XLogP3:4.9
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:2
Exact Mass:225.151749610
Monoisotopic Mass:225.151749610
Topological Polar Surface Area:12
Heavy Atom Count:17
Complexity:194
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes