Compound and application thereof
A technology of compounds and chemical bonds, applied in the fields of organic chemistry, chemical instruments and methods, luminescent materials, etc., to achieve the effect of long service life and high luminous efficiency
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Synthetic example 1
[0093] Synthesis of Synthesis Example 1 Compound M1
[0094]
[0095] Under argon atmosphere, add A-6 (10.0g, 32.4mmol) in the flask that 10mL THF is housed, then add (13.2g, 52mmol) iodine dissolved in THF, react to obtain product A-10 (13.5g , 31.1 mmol, yield 95.9%). Under argon atmosphere, A-10 (13g, 28.4mmol), A-11 (25.4g, 85.1mmol), (tris(dibenzylideneacetone)dipalladium (1.3g, 70.9mmol), Toluene (150 mL), 1,4-dioxane (150 mL) and water (150 mL) were added and refluxed overnight. The reaction gave crude product M1 (4 g, 7.1 mmol, yield 25%).
[0096] NMR data:
[0097] 1 HNMR (CD 3 CN, 400MHz, 300K) δ7.91(4H), 7.89(2H), 7.66(3H), 7.59(1H), 7.52(2H), 7.51(2H), 7.41(1H), 7.39(4H), 7.38( 2H), 7.32(2H).
[0098] 13 C NMR (CD 3 CN, 101MHz, 300K) δ[ppm]=156.5, 150.6, 146, 138.4, 137.2, 136.4, 133.1, 130.9, 129.2, 129, 128.8, 127.9, 127.9 127.6, 127.4, 125.6, 124.7, 1233.9, 123.9 120.9, 117.7, 111.5, 106.4, 106, 96.2.
Synthetic example 2
[0099] Synthesis of Synthesis Example 2 Compound M2
[0100]
[0101] Under argon atmosphere, add A-6 (10.0g, 32.4mmol) in the flask that 10mL THF is housed, then add (13.2g, 52mmol) iodine dissolved in THF, react to obtain product A-10 (13.5g , 31.1 mmol, yield 95.9%). Under argon atmosphere, add A-10 (13g, 28.4mmol), A-12 (25.4g, 84mmol), (tris(dibenzylideneacetone) dipalladium (1.3g, 70.9mmol) in the flask, add Toluene (150 mL), 1,4-dioxane (150 mL) and water (150 mL) were refluxed overnight. The reaction gave crude product M2 (4 g, 6.1 mmol, yield 26%).
[0102] NMR data:
[0103] 1 HNMR (CD 3 CN, 400MHz, 300K) δ8(2H), 7.92(1H), 7.91(2H), 7.89(2H), 7.73(1H), 7.66(2H), 7.59(3H), 7.58(1H), 7.41(1H) ,7.39(2H),7.38(2H),7.32(2H).
[0104] 13 C NMR (CD 3 CN, 101MHz, 300K) δ[ppm]=156.5, 150.6, 146, 137.2, 136.4, 134.2, 133.1, 132.7, 130.9, 129, 128.8, 128.2, 128.1, 128.1, 127.7, 127.4, 126.2, 126.1, 124.5 ,123.3,122.3,117.7,111.5,106.4,106,96.2.
Synthetic example 3
[0105] Synthesis of Synthesis Example 3 Compound M3
[0106]
[0107] Under argon atmosphere, add A-9 (10.0g, 31.2mmol) in the flask that 10mL THF is housed, then add (13.2g, 52mmol) iodine dissolved in THF, react to obtain product A-13 (13.5g , 30.5 mmol, yield 93.9%). Under argon atmosphere, add A-13 (13g, 28.4mmol), A-14 (25.4g, 84mmol), (tris(dibenzylideneacetone) palladium (1.3g, 70.9mmol) in the flask, add toluene (150 mL), 1,4-dioxane (150 mL) and water (150 mL), refluxed overnight. The reaction gave crude product M3 (4 g, 5.2 mmol, yield 24%).
[0108] NMR data:
[0109] 1 HNMR (CD 3 CN, 400MHz, 300K) δ8.45(2H), 7.98(2H), 7.91(2H), 7.8(1H), 7.78(1H), 7.72(2H), 7.64(2H), 7.56(2H), 7.53( 1H), 7.52(2H), 7.5(2H), 7.45(2H), 7.39(3H), 7.3(1H), 6.95(2H).
[0110] 13 C NMR (CD 3 CN, 101MHz, 300K) δ[ppm]=151.9, 139.9, 139.9, 138.8, 137.5, 137.2, 137.1, 136.4, 134, 133.1, 132.8, 130.9, 130.9, 129, 129, 128.6, 128.6, 128.5, 127.8, , 127.4, 126.9, 126.4, 126.2, 125.6, ...
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