A kind of photocatalytic synthesis method of n-substituted sulfodiimine
A technology of sulfodiimide and photocatalysis, which is applied in the direction of chemical instruments and methods, catalytic reactions, physical/chemical process catalysts, etc., can solve the problems of mild reaction conditions and limitations of synthetic substrates, and achieve mild reaction conditions and substrate wide range of effects
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Embodiment 1
[0038] A method for photocatalytically synthesizing N-substituted sulfodiimines, the synthetic route is as follows:
[0039]
[0040] Weigh 1 mmol of methyl phenyl sulfone diimine, 1.2 mmol of benzyl bromide, 1.2 mmol of potassium carbonate, and 0.05 mmol of iridium catalyst in sequence and place them in a reaction tube, and seal the reaction tube with a rubber stopper. Then, it was purged with Ar gas 3 times. Inject 2 mL of THF into the reaction tube with a syringe, and then irradiate the reaction tube with a 5W LED white light for 12 h at room temperature.
[0041] After the reaction was completed, the solvent was spin-dried, and the product was purified by silica gel column chromatography. The product was a yellow solid with a yield of 65%.
[0042] The nuclear magnetic characterization data of embodiment 1 product is:
[0043] 1 H NMR (400MHz, CDCl 3 )δ7.78(m, 2H), 7.57-7.51(m, 3H), 7.39(d, J=6.8Hz, 2H), 7.34-7.25(m, 3H), 5.11(dd, J1=23.2Hz, J2 =12.4Hz, 2H), 2.83(s...
Embodiment 2
[0046] A method for photocatalytically synthesizing N-substituted sulfodiimines, the synthetic route is as follows:
[0047]
[0048] The methylphenylsulfonediimine in Example 1 was replaced with ethylphenylsulfonediimine, the others were the same as in Example 1, and the yield was 53%.
[0049] The NMR characterization data of embodiment 2 product is:
[0050] 1 H NMR (400MHz, CDCl 3 )δ7.70-7.63 (m, 2H), 7.50-7.42 (m, 3H), 7.32-7.31 (d, J = 7.2Hz, 2H), 7.25-7.16 (m, 3H), 5.04 (q, J = 12.4Hz, 2H), 3.08-2.9(m, 2H), 1.17(m, 3H);
[0051] 13 C NMR (100MHz, CDCl 3 ) δ 137.4, 134.4, 132.3, 129.8, 128.2, 128.1, 127.6, 126.9, 126.2, 67.6, 45.2, 7.9.
Embodiment 3
[0053] A method for photocatalytically synthesizing N-substituted sulfodiimines, the synthetic route is as follows:
[0054]
[0055] The methylphenylsulfonediimine in Example 1 was replaced with diphenylsulfonediimine, the others were the same as in Example 1, and the yield was 5%.
[0056] The NMR characterization data of embodiment 3 product is:
[0057] 1 H NMR (400MHz, CDCl3) δ7.74 (dd, J1 = 7.6Hz, J2 = 1.6Hz, 4H), 7.50-7.44 (m, 6H), 7.41 (d, J = 6.8Hz, 2H), 7.33-7.28 (m,3H),5.16(s,1H);
[0058] 13 C NMR (100 MHz, CDCl3) δ 137.4, 136.6, 132.0, 129.8, 128.3, 127.7, 127.6, 67.9.
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