Suit[3]ane
Suit[3]ane
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DOI：
10.1021/jacs.0c09896
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发表时间：
2020-11-25
影响因子：
15
通讯作者：
Stoddart, J. Fraser
中科院分区：
文献类型：
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作者：
Chen, Xiao-Yang;Shen, Dengke;Stoddart, J. Fraser
Suitanes是一类机械互锁分子(MIMs)，由两个部分组成：四肢向外伸出的身体和适合其周围的西装，因此没有简单的方法将西装从身体上取下。在这里，我们报道了一种Suite[3]ane的合成和表征，它包含一个带有三个突出的己基链的苯并三噻吩衍生物(THBTT)作为主体，以及一个三重对称的扩展的基于吡啶的笼子，即六茂铁笼(6+)。它的实现的中心是有效的模板，由THBTT在笼子形成期间提供，这一观察到的结果得到了苯并三茂铁(BTT)与空笼之间的强结合常数的支持。套装的固态结构表明，身体被限制在套装的空腔内，其烷基链通过笼子中的孔口向外伸出。值得注意的是，这种看似不稳定的分子，只有三个柔性烷基链作为其唯一突出的肢体，在100℃的压力下在CD3CN中长时间加热7天后不会解离。在此温度下，在CD3CN中THBTT和HexaCage(6+)的2：1混合物中没有观察到与宿主进行客体交换的证据。结果表明，即使在高温的溶液中，柔性突出的肢体也足以使西服保持机械稳定性。
Suitanes are a class of mechanically interlocked molecules (MIMs) that consist of two components: a body with limbs protruding outward and a suit that fits appropriately around it, so that there is no easy way for the suit to be removed from the body. Herein, we report the synthesis and characterization of a suit[3]ane, which contains a benzotrithiophene derivative (THBTT) with three protruding hexyl chains as the body and a 3-fold symmetric, extended pyridinium-based cage, namely, HexaCage(6+), as the suit. Central to its realization is effective templation, provided by THBTT during cage formation, an observation that has been supported by the strong binding constant between benzotrithiophene (BTT) and the empty cage. The solid-state structure of the suit[3]ane reveals that the body is confined within the suit's cavity with its alkyl chains protruding outward through the orifices in the cage. Notably, such a seemingly unstable molecule, having three flexible alkyl chains as its only protruding limbs, does not dissociate after prolonged heating in CD3CN at 100 degrees C under pressure for 7 days. No evidence for guest exchange with the host was observed at this temperature in a 2:1 mixture of THBTT and HexaCage(6+) in CD3CN. The results indicate that flexible protruding limbs are sufficient for a suit[3]ane to remain mechanically stable even at high temperatures in solution.