Crown ether-based rotaxane molecular machine and preparation method thereof
A molecular machine, rotaxane technology, applied in chemical instruments and methods, instruments, organic chemistry, etc., can solve the problems of limited effect, inaccurate, unintuitive detection methods, etc., to achieve sensitive detection methods and reduce steric hindrance. Effect
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[0049] The present invention will be further described below in conjunction with the accompanying drawings and specific embodiments.
[0050] a kind of like figure 1 The molecular machine shown is prepared from intermediate 1, intermediate 2, and intermediate 3, and the synthesis method is as follows:
[0051] Synthesis of 4-Morpholine-1,8-Dinaphthoic Anhydride
[0052] In a 100mL round bottom flask, under nitrogen protection, 4-bromo-1,8-dinaphthoic anhydride (0.5g, 1.80mmol) was dissolved in 10mL of ethylene glycol methyl ether solution, and 50mg of cuprous iodide and morphine were added The morphine (0.47g, 5.41mmol) was refluxed for 7h, filtered and washed several times with ethanol to obtain compound 4 as a yellow solid (0.29g, 58%). TLC (developing agent: petroleum ether: ethyl acetate / 1:1 / v:v) R f =0.39, 1H NMR (400MHz, CDCl 3 )δ8.60(d, J=8.4Hz, 1H), 8.54(d, J=8.1Hz, 1H), 8.47(d, J=8.5Hz, 1H), 7.79-7.72(m, 1H), 7.27- 7.25(d, J=8.3Hz, 1H), 4.02(d, J=4.7Hz, 4H), 3.35...
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