A kind of xanthene organic compound and its application
An organic compound, xanthene technology, applied in the fields of organic chemistry, chemical instruments and methods, luminescent materials, etc., can solve the problems of different performance, achieve the effect of stable three-dimensional structure, reduce efficiency roll-off, and improve material stability
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Embodiment 1
[0041] Embodiment 1: the synthesis of intermediate I and intermediate II: a1. When L is represented as a single bond, the synthesis of intermediate I-1:
[0042]
[0043] (1) Weigh the raw materials U and Mg powder, and dissolve them with dry tetrahydrofuran (THF); under an inert atmosphere, add a small amount of catalyst I 2 , heated to 40°C and stirred until the solution changed from yellow to colorless, then heated the above mixed solution to 60-90°C, stirred and reacted for 3-5 hours, no magnesium powder remained, the reaction was complete, and Grignard reagent intermediate V was generated; The mol ratio of described raw material U and Mg is 1:1.0~1.2; I 2 The molar ratio with raw material U is 0.006~0.02:1;
[0044] (2) Weigh xanthanone and dissolve it in dry THF; under an inert atmosphere, add the above-mentioned Grignard reagent intermediate V dropwise, and stir the resulting mixed solution at 60-90°C for 10-24 hours to form a large amount of white precipitate , th...
Embodiment 2
[0078] Embodiment 2: the synthesis of compound 8:
[0079]
[0080] In a 250mL three-necked flask, under a nitrogen atmosphere, add 0.01mol of intermediate M1, 0.015mol of intermediate N1, dissolve with a mixed solvent (90ml of toluene, 45ml of ethanol), and then add 0.03mol of Na 2 CO 3 aqueous solution (2M), stirred under nitrogen for 1 hour, then added 0.0001mol Pd(PPh 3 ) 4 , heating to reflux for 15 hours, sampling point plate, the reaction is complete. Naturally cooled, filtered, the filtrate was rotary evaporated, and passed through a silica gel column to obtain the target product with a purity of 99.2% and a yield of 78.4%. Elemental analysis structure (molecular formula C 43 h 27 NO 2 ): theoretical value C, 87.58; H, 4.62; N, 2.38; 0, 5.43; test value: C, 87.59; ESI-MS(m / z)(M + ): The theoretical value is 589.20, and the measured value is 589.44.
Embodiment 3
[0081] Embodiment 3: the synthesis of compound 18:
[0082]
[0083] In a 250ml three-neck flask, under an atmosphere of nitrogen gas, add 0.01mol intermediate M1, 0.015mol intermediate N2, dissolve with a mixed solvent (90ml toluene, 45ml ethanol), and then add 0.03mol Na 2 CO 3 aqueous solution (2M), stirred under nitrogen for 1 hour, then added 0.0001mol Pd(PPh 3 ) 4 , heating to reflux for 15 hours, sampling point plate, the reaction is complete. Naturally cooled, filtered, the filtrate was rotary evaporated, and passed through a silica gel column to obtain the target product with a purity of 99.4% and a yield of 74.6%. Elemental analysis structure (molecular formula C 46 h 33 NO): theoretical value C, 89.73; H, 5.40; N, 2.27; 0, 2.60; found value: C, 89.75; ESI-MS(m / z)(M + ): The theoretical value is 615.26, and the measured value is 615.52.
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