Efficient Syntheses of Interlocked Molecules Based on Hydrogen-Bonding : Recent Progress in Syntheses of Rotaxanes and Catenaries
Efficient Syntheses of Interlocked Molecules Based on Hydrogen-Bonding : Recent Progress in Syntheses of Rotaxanes and Catenaries
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基于氢键的互锁分子的高效合成：轮烷和悬链线合成的最新进展
DOI：
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发表时间：
2001
期刊：
影响因子：
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通讯作者：
T. Takata
中科院分区：
文献类型：
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作者：
N. Kihara;T. Takata
由于在分子间相互作用的控制方面取得了显著进展，定向合成连锁分子如轮烷和链烷近年来有了很大的发展。本文综述了基于氢键相互作用的连锁化合物的高效合成方法。讨论了各种合成方法，包括穿线后端盖、夹、滑、入和聚脂。还讨论了热力学控制下的合成。利用基于酰胺-酰胺氢键或内酰胺阴离子识别的模板效应，合成了多种酰胺基连环烷和轮烷。葫芦脲与铵盐之间的强氢键作用使得可以制备各种结构的连环烷、轮烷和聚轮烷。此外，仲铵盐可以被捕获到包含至少24个环成员的冠醚的环中，从而得到假环紫杉烷。为了得到冠醚基轮烷，已经开发了各种各样的端盖技术。简要讨论了分子内氢键相互作用的控制。
Due to the marked progress in control of intermolecular interactions that assemble component molecules, directed synthesis of interlocked molecules such as rotaxanes and catenanes has recently developed greatly. This review summarizes the efficient synthesis of interlocked compounds based on hydrogen-bonding interaction. Various synthetic methods including threading followed by end-capping, clipping, slipping, entering, and polyslipping are discussed. Synthesis under thermodynamic control is also discussed. Various amide-based catenanes and rotaxanes have been synthesized using the template effect based on amide-amide hydrogen-bonding or anion-recognition by macrolactam. The strong hydrogen-bonding between cucurbituril and ammonium salts allowed to prepare various structures of catenanes, rotaxanes, and polyrotaxanes. Further, secondary ammonium salts can be captured into the rings of crown ethers consisting at least 24 ring member to give pseudorotaxanes. A wide variety of end-capping techniques have been developed to give crown ether-based rotaxanes. Control of intramolecular hydrogen-bonding interaction in the interlocked compounds are briefly discussed.