Dipartimento di Scienze Chimiche, della Vita e della Sostenibilità Ambientale, Università di Parma, Parco Area delle Scienze 17/A, I-43124, Parma, Italy.
Dipartimento di Chimica Industriale "Toso Montanari", Viale del Risorgimento 4, I-40136, Bologna, Italy.
Chem Rec. 2021 May;21(5):1161-1181. doi: 10.1002/tcr.202100012. Epub 2021 Mar 3.
Since the dawn of supramolecular chemistry, calixarenes have been employed as platforms onto which functional groups and binding sites can be loaded in a regio- and stereocontrolled manner for the recognition of charged and neutral species. Despite their wider annulus, potentially suitable to bind larger guests, the larger members of the calixarene series have been relatively less employed, mainly because of the synthetic difficulties to control their conformational flexibility and their regioselective functionalization. In this account, we will present the achievements gained during the last two decades on the use of the calix[6]arene as a platform to build-up structures in which the macrocycle acts as a wheel for the synthesis of oriented (pseudo)rotaxanes. We also account on how these calix[6]arene hosts affect the reactivity or spectroscopic properties of their bound guests.
自从超分子化学诞生以来,杯芳烃一直被用作平台,可以以区域和立体控制的方式加载官能团和结合位点,用于识别带电和中性物质。尽管它们的环更大,可能适合结合更大的客体,但杯芳烃系列中的较大成员的应用相对较少,主要是因为合成时难以控制其构象灵活性和区域选择性功能化。在本报告中,我们将介绍在过去二十年中,利用杯[6]芳烃作为构建结构的平台所取得的成就,其中大环作为合成定向(拟)轮烷的轮。我们还将介绍这些杯[6]芳烃主体如何影响其结合客体的反应性或光谱性质。