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Controlling the Chair Conformation of a Mannopyranose in a Large-Amplitude [2]Rotaxane Molecular Machine

机译:在大振幅[2]轮烷分子机器中控制甘露吡喃糖的椅子构象。

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Compound 3b: [CuACHTUNGTRENUNG(CH_3CN)_4]PF_6 (81 mg, 0.22 mmol, 1 equiv) and 2,6-lutidine (2.5 μL, 0.02 mmol, 0.1 equiv) were added successively to a solution of the mannosyl azide 1b (160 mg, 0.22 mmol, 1 equiv), alkyne 2 (100 mg, 0.22 mmol, 1 equiv), and DB24C8 (194 mg, 0.44 mmol, 2 equiv) in dry CH_2Cl_2 (3 μL). The mixture was stirred for 24 h at RT, then the solvent was removed under vacuo. The crude mixture was directly purified by column chromatography (SiO_2 : solvent gradient elution: acetone/ CH2Cl2 20:80, then 30:70) to afford the pure rotaxane 3b (266 mg, 74%) as a white solid.
机译:化合物3b:将[CuACHTUNGTRENUNG(CH_3CN)_4] PF_6(81mg,0.22mmol,1当量)和2,6-二甲基吡啶(2.5μL,0.02mmol,0.1当量)相继加入到甘露糖基叠氮化物1b的溶液(160)中。毫克,0.22毫摩尔,1当量),炔2(100毫克,0.22毫摩尔,1当量)和DB24C8(194毫克,0.44毫摩尔,2当量)在无水CH_2Cl_2(3μL)中。将混合物在室温搅拌24小时,然后真空除去溶剂。将粗混合物直接通过柱色谱法纯化(SiO 2:溶剂梯度洗脱:丙酮/ CH 2 Cl 2 20∶80,然后30∶70),得到纯的轮烷3b(266mg,74%),为白色固体。

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