Self-assembly of pyridinium-functionalized anthracenes: molecular-skeleton-directed formation of microsheets and microtubes.
Self-assembly of pyridinium-functionalized anthracenes: molecular-skeleton-directed formation of microsheets and microtubes.
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DOI：
10.1002/chem.201402631
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发表时间：
2014-06
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影响因子：
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通讯作者：
Jun-Die Hu;Peiyi Wang;Yuan Lin;Jidong Zhang;Mark D. Smith;P. Pellechia;Song Yang;B. Song;Qian Wang
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文献类型：
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作者：
Jun-Die Hu;Peiyi Wang;Yuan Lin;Jidong Zhang;Mark D. Smith;P. Pellechia;Song Yang;B. Song;Qian Wang
合成了两种两亲性区域异构体9-AP-(1-[11-(9-anthracenylmethoxy)-11-oxoundecyl]pyridinium溴和2-AP(1-[11-(2-蒽甲氧基)-11-氧代十一基]吡啶)，并研究了它们的组装行为。由于蒽环结构的各向异性特征，9-AP和2-AP上的不同取代位置分别适应“剃刀”和“铲子”状的分子形状，从而决定了它们最终组装的结构。“剃刀”形的9-AP在π-π相互作用的驱动下组装成微片，而“铲形”形的2-AP组装成微管结构，主要是通过电荷转移相互作用促进的。
Two amphiphilic regioisomers, 9-AP (1-[11-(9-anthracenylmethoxy)-11-oxoundecyl]pyridinium bromide), and 2-AP (1-[11-(2-anthracenyl methoxy)-11-oxoundecyl]pyridinium bromide), were synthesized and their assembly behaviors were studied. Due to the anisotropic features of the anthracene structure, different substituted positions on the anthracene ring lead 9-AP and 2-AP to adapt "shaver" and "spatula"-like molecular shapes, respectively, which consequently dictate the structure of their final assemblies. While "shaver"-shaped 9-AP assembled into microsheets, driven by π-π interactions, "spatula"-shaped 2-AP assembled into microtubular structures, promoted primarily by charge-transfer interactions.