A kind of unsymmetrical benzhydryl α-diimine nickel complex and its preparation and application
A technology of diphenylmethyl and diimide nickel, which is applied in the direction of nickel organic compounds, can solve problems such as few reports, and achieve the effects of wide molecular weight distribution, high degree of branching, and good catalytic activity
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Embodiment 1
[0063] Embodiment 1, the synthetic method of preparing 2-(2,6-benzhydryl-4-methylaniline) butanone.
[0064] Add catalyst amount (0.88g) to 2,6-dibenzhydryl-4-methylaniline (8.80g, 20mmol) and 2,3-butanedione (2.06g, 24mmol) in toluene (200mL) solution The p-toluenesulfonic acid, reflux reaction 8h. The solvent was removed, and the residue was subjected to silica gel column chromatography with a mixed solvent of petroleum ether and ethyl acetate at a volume ratio of 50:1, and the eluted fraction was detected through a thin-layer silica gel plate, and the developing solvent was the volume of petroleum ether and ethyl acetate. Mixed solvents at a ratio of 8:1, the second fraction was collected, and a yellow solid was obtained after removal of the solvent. Yield 29.5%. Melting point: 158°C. The structure confirmation data are as follows: FT-IR(KBr,cm -1 ):3026(m), 2168(w), 1703(s), 1653(m), 1600(m), 1495(s), 1448(s), 1419(m), 1353(s), 1251(m ),1118(s),1078(m),1031(m),922(m),...
Embodiment 2
[0065] Example 2, preparation of 2-(2,6-dibenzhydryl-4-methylaniline)-3-(2,6-dimethylaniline) butane [L1]
[0066] 2-(2,6-Dibenzhydryl-4-methylaniline) butanone (1.00g, 1.97mmol) and 2,6-dimethylaniline (0.24g, 2.00mmol) in toluene (50mL) Add a catalytic amount of p-toluenesulfonic acid, and heat to reflux for 8h. The solvent toluene was removed, and the residue was subjected to silica gel column chromatography with a mixed solvent of petroleum ether and ethyl acetate at a volume ratio of 50:1. The eluted fractions were examined through a thin-layer silica gel plate, the first fraction was collected, and the solvent was removed to give a yellow solid. Yield: 30.3%. Melting point: 141°C. The structure confirmation data are as follows: FT-IR(KBr,cm -1 ):3025(m), 2918(w), 1977(w), 1648(s), 1599(m), 1494(s), 1448(s), 1420(m), 1354(s), 1253(m ),1199(w),1118(s),1078(m),1030(m),857(m),802(w),767(m),746(w),697(s). 1 H NMR (400MHz, CDCl 3 ,TMS):δ7.19-7.17(m,5H,Aryl-H),7.09-7.06(...
Embodiment 3
[0067] Example 3, preparation of 2-(2,6-dibenzhydryl-4-methylaniline)-3-(2,6-diethylaniline) butane [L2]
[0068] 2-(2,6-Dibenzhydryl-4-methylaniline) butanone (1.00g, 1.97mmol) and 2,6-diethylaniline (0.30g, 2.00mmol) in toluene (50mL) Add a catalytic amount of p-toluenesulfonic acid, and heat to reflux for 6h. The solvent toluene was removed, and the residue was subjected to silica gel column chromatography with a mixed solvent of petroleum ether and ethyl acetate at a volume ratio of 50:1. The eluted fractions were examined through a thin-layer silica gel plate, the first fraction was collected, and the solvent was removed to give a yellow solid. Yield: 42.3%. Melting point: 162°C. The structure confirmation data are as follows: FT-IR(KBr,cm -1 ):3060(w),3025(m),2962(w),2168(w),1977(w),1649(s),1599(m),1494(s),1448(s),1420(w ),1355(m),1251(m),1118(s),1077(m),1030(m),918(w),858(w),768(m),746(m),697(s ). 1 H NMR (400MHz, CDCl 3 ,TMS):7.20-7.16(m,8H,Aryl-H),7.10-7.09(m,...
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