Synthesis and Characterization of Em7-s* Complex

Example 13

Complex Em7-s*:

[Figure (not displayed)]

0.90 g (2.7 mmol) of 5-methoxy-1,3,4-triphenyl-4,5-dihydro-1H-1,2,4-triazole C1 are heated to 90° C. under reduced pressure for 20 h. After cooling to room temperature, first 800 ml of anhydrous toluene and then 0.99 g (0.9 mmol) of chloro dimer D2 are added. The mixture is stirred under reflux for 3 h. The precipitate formed is filtered off. The filtrate is washed successively with 3×50 ml of saturated NaHCO₃ solution and 1×50 ml of distilled water, dried over MgSO₄ and freed of the solvent under reduced pressure. The residue is purified by column chromatography (cyclohexane/acetone=2/1). As well as 50 mg of the complex Em6-s, 150 mg of the complex Em7-s* are obtained.

¹H NMR (CD₂Cl₂, 500 MHz):

δ=3.86 (s, 3H), 5.95 (bd, ³J_H,H=7.3 Hz, 2H), 6.23 (bd, J=1.4 Hz, 1H), 6.38 (bt, ³J_H,H=7.3 Hz, 1H), 6.44 (bd, ³J_H,H=7.3 Hz, 1H), 6.54 (bt, ³J_H,H=7.5 Hz, 1H), 6.61-6.67 (m, 4H), 6.78-6.91 (m, 5H), 6.96 (bt, ³J_H,H=7.5 Hz, 1H), 7.07-7.13 (m, 4H), 7.19-7.36 (m, 12H), 7.53 (bd, ³J_H,H=7.0 Hz, 1H), 7.76 (bd, ³J_H,H=7.3 Hz, 1H).

Photoluminescence (in a film, 2% in PMMA):

λ_max=482, 508 nm, CIE: (0.24; 0.40)