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首页> 外文期刊>Chemistry: A European journal >Rational Design for Rotaxane Synthesis through Intramolecular Slippage: Control of Activation Energy by Rigid Axle Length
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Rational Design for Rotaxane Synthesis through Intramolecular Slippage: Control of Activation Energy by Rigid Axle Length

机译：通过分子内滑动合成轮烷的合理设计：通过刚性桥长控制活化能

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摘要

We describe a new concept for rotaxane synthesis through intramolecular slippage using -conjugated molecules as rigid axles linked with organic soluble and flexible permethylated -cyclodextrins (PM -CDs) as macrocycles. Through hydrophilic-hydrophobic interactions and flipping of PM -CDs, successful quantitative conversion into rotaxanes was achieved without covalent bond formation. The rotaxanes had high activation barrier for their de-threading, so that they were kinetically isolated and derivatized even under conditions unfavorable for maintaining the rotaxane structures. (HNMR)-H-1 spectroscopy experiments clearly revealed that the restricted motion of the linked macrocycle with the rigid axle made it possible to control the kinetic stability by adjusting the length of the rigid axle in the precursor structure rather than the steric bulkiness of the stopper unit.
机译：我们描述了一个新的概念，通过使用-共轭分子作为刚性轴与有机可溶的和灵活的全甲基化-环糊精（PM -CDs）作为大环连接的分子内滑动，通过轮滑合成轮烷。通过亲水-疏水相互作用和PM -CD的翻转，可以成功地定量转化为轮烷，而不会形成共价键。轮烷具有高的脱线活化屏障，因此即使在不利于维持轮烷结构的条件下，它们也被动力学分离和衍生化。 （HNMR）-H-1光谱实验清楚地表明，通过刚性轴连接的大环的受限运动，使得可以通过调节前体结构中刚性轴的长度而不是其空间体积来控制动力学稳定性。塞子单元。

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