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N,N,N',N'-tetrakis-(2,4-dimethylphenyl)pyrene-1,6-diamine[ No CAS ]
Yield
Reaction Conditions
Operation in experiment
43%
With tri-tert-butyl phosphine; palladium diacetate; sodium t-butanolate; In 5,5-dimethyl-1,3-cyclohexadiene; toluene; for 12h;Inert atmosphere; Reflux;
19.08 g (0.053 mol) of 1 ,6-dibromopyrene and 27.0 g (0.12 mol) of N-(2,4- dimethylphenyl)-2,4-dimethylphenylamine (Miguel Angel Chem Taiwan) are dissolved in 500 ml of xylene and degassed. 0.15 ml (0.66 mmol / 1 M soln. in toluene) of tri-tert-butylphosphine, 15.61 g (0.162 mol) of NaOtBu and 89.44 mg (0.398 mmol) of Pd(OAc)2 are added, and the mixture is degassed again and heated under reflux for 12 h. When the reaction is complete, the warm mixture is filtered through aluminium oxide B (activity grade 1), washed with water, dried and evaporated. The residue is purified by Soxhlet extraction with toluene / heptane (1 :1) and crystallised from toluene. The content of product according to HPLC is 98percent with an overall yield of 14.8 g (43percent).