A kind of strong fluorescent emission capsule metal nitrogen heterocyclic carbene compound and its synthesis method
A technology of metal carbene and compound, applied in the field of synthetic chemistry
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Embodiment 1
[0030] Example 1: Topular triazoleal ligand {[h 4 L-R] (PF 6 ) 4 ; Preparation of (n = 2)}
[0031] Under anhydrous aerobic operating conditions, tetrazolicazolic phenylene (1.0 mmol), 1-bromopropane (4 mmol) (4 mmol) (1: 4), DMF solution (10 ml) In 50 ml Schlenk bottle, 110 ° C was refluxed in 12-24 hours, cooled to room temperature, ethyl acetate washing, filtration, and product was placed in a flask dissolved in methanol, add 4.0 mmol of hexafluoride phosphate, stirred at room temperature. At 2 hours, a large amount of white precipitate was produced, filtered and dried, and the product was washed with diethyl ether and dried in vacuo. The colorless solid powder was obtained from 1.20 g, yield 89%. 1 H NMR (400MHz, DMSO-D 6 : δ = 10.82 (S, 4H, H1), 9.43 (S, 4H, H2), 7.80 (D, 3 J = 8.5 Hz, 8h, H4), 7.44 (D, 3 J = 8.5Hz, 8H, H5), 4.25 (T, 3 J = 7.1 Hz, 8H, H8), 1.95-1.89 (m, 8h, h9), 0.95 ppm (t, 3 J = 7.4 Hz, 12H, H10). 13 C { 1 H} NMR (100MHz, DMSO-D 6 : δ = 145.1 (C2), 143.8 (C...
Embodiment 2
[0034] Example 2: Topular Triazole Salt Ligand {[H 4 L-R] (PF 6 ) 4 ; Preparation of (n = 3)}
[0035] Under anhydrous aerobic operating conditions, tetrazolicazolic phenylidene (1.0 mmol), 1-bromobutane (4.0 mmol) (the ratio of the two substances was 1: 4), DMF solution (20ml Placed in a 100 ml Schlenk bottle, 110 ° C for 12-24 hours, cooled to room temperature, ethyl acetate washing, filtration, product placed in a flask dissolved in methanol, add 4.0 mmol of hexafluoro phosphate, at room temperature The reaction was stirred for 2 h, and a large amount of white precipitate was produced, filtered and evaporated, and the product was washed with diethyl ether and dried in vacuo. The colorless solid powder was obtained from 0.95 g, and the yield was 68%. 1 H NMR (400MHz, DMSO-D 6 : δ = 11.12 (S, 4H, H1), 9.50 (S, 4H, H2), 7.86 (D, 8H,3 J = 8.2Hz, H4), 7.44 (D, 8H, 3 J = 8.2Hz, H5), 4.31 (T, 3 J = 7.0Hz, 8H, H8), 1.94-1.86 (M, 8H, H9), 1.40-1.31 (M, 8H, H10), 0.92 ppm (t, 3 J = 7.3Hz...
Embodiment 3
[0038] Example 3: Quadratic triazole salts {[h 4 L-R] (PF 6 ) 4 ; Preparation of (n = 5)}
[0039] Under anhydrous aerobic operating conditions, tetrazolicazolic phenylidene (1.0 mmol), 1-bromohexane (4.0 mmol) (the ratio of the two substances was 1: 4), DMF solution (20ml Placed in a 100 ml schlenk bottle, refluxed at 110 ° C for 12-24 hours, cooled to room temperature, ethyl acetate washing, filtration, and the product was placed in a flask dissolved in methanol, add 4.0 mmol of hexafluoro phosphate, at room temperature. The reaction was stirred for 2 h, and a large amount of white precipitate was produced, filtered and evaporated. The colorless solid powder was obtained from 1.06 g, and the yield was 70%. 1 H NMR (400MHz, DMSO-D 6 : δ = 10.83 (S, 4H, H1), 9.43 (S, 4H, H2), 7.80 (D, 3 J = 8.6Hz, 8h, H4), 7.43 (D, 3 J = 8.6Hz, 8h, H5), 4.27 (T, 3 J = 7.3Hz, 8H, H8), 1.92-1.85 (M, 8H, H9), 1.35-1.24 (M, 24H, H10, H11, H12), 0.87 ppm (T, 3 J = 6.7 Hz, 12H, H13). 13 C { 1 H} NMR (10...
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