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Pathway-Dependent Post-assembly Modification of an Anthracene-Edged MII4L6Tetrahedron
Journal of the American Chemical Society ( IF 14.4 ) Pub Date : 2016-08-16 , DOI: 10.1021/jacs.6b06710 Tanya K. Ronson 1 , Ben S. Pilgrim 1 , Jonathan R. Nitschke 1
Journal of the American Chemical Society ( IF 14.4 ) Pub Date : 2016-08-16 , DOI: 10.1021/jacs.6b06710 Tanya K. Ronson 1 , Ben S. Pilgrim 1 , Jonathan R. Nitschke 1
Affiliation
Fe(II)4L6 tetrahedral cage 1 undergoes post-assembly modification (PAM) via a Diels-Alder cycloaddition of the anthracene panels of the cage with tetracyanoethylene (TCNE). The modified cage 2 possesses an enclosed cavity suitable for encapsulation of the fullerene C60, whereas original cage 1 forms a unique covalent adduct through a Diels-Alder cycloaddition of three of its anthracene ligands with C60. This adduct undergoes further PAM via reaction of the remaining three ligands with TCNE, enabling the isolation of two distinct products depending on the order of addition of C60 and TCNE. Modified cage 2 was also able to bind an anionic guest, [Co(C2B9H11)2](-), which was not encapsulated by the original cage, demonstrating the potential of PAM for tuning the binding properties of supramolecular hosts.
中文翻译:
蒽边缘 MII4L6 四面体的通路相关组装后修饰
Fe(II)4L6 四面体笼 1 通过笼的蒽板与四氰乙烯 (TCNE) 的 Diels-Alder 环加成反应进行组装后改性 (PAM)。修饰的笼子 2 拥有一个封闭的空腔,适用于富勒烯 C60 的封装,而原始笼子 1 通过其三个蒽配体与 C60 的狄尔斯-阿尔德环加成形成独特的共价加合物。该加合物通过其余三个配体与 TCNE 的反应进行进一步的 PAM,从而能够根据 C60 和 TCNE 的添加顺序分离两种不同的产物。修饰的笼 2 还能够结合阴离子客体 [Co(C2B9H11)2](-),它没有被原始笼包裹,证明了 PAM 调节超分子宿主结合特性的潜力。
更新日期:2016-08-16
中文翻译:
蒽边缘 MII4L6 四面体的通路相关组装后修饰
Fe(II)4L6 四面体笼 1 通过笼的蒽板与四氰乙烯 (TCNE) 的 Diels-Alder 环加成反应进行组装后改性 (PAM)。修饰的笼子 2 拥有一个封闭的空腔,适用于富勒烯 C60 的封装,而原始笼子 1 通过其三个蒽配体与 C60 的狄尔斯-阿尔德环加成形成独特的共价加合物。该加合物通过其余三个配体与 TCNE 的反应进行进一步的 PAM,从而能够根据 C60 和 TCNE 的添加顺序分离两种不同的产物。修饰的笼 2 还能够结合阴离子客体 [Co(C2B9H11)2](-),它没有被原始笼包裹,证明了 PAM 调节超分子宿主结合特性的潜力。