期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 142, 期 4, 页码 1752-1756出版社
AMER CHEMICAL SOC
DOI: 10.1021/jacs.9b12216
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资金
- University of Salerno
The novel title macrocycles, based on methylene-bridged 1,5-naphthalene units, have been obtained by template effect in a thermodynamically controlled synthesis. In detail, the prism[5]arene 1 or the prism[6]arene 3 was selectively removed from the equilibrium mixture by using the complementary ammonium-templating agent. When only the solvent 1,2-DCE was used, the 1,4-confused derivative 2 was obtained. The prism[5]arene here described shows a deep pi-electron-rich aromatic cavity that exhibits a great affinity for the quaternary ammonium guests, originating from favorable cation center dot center dot center dot pi and +NC-H center dot center dot center dot pi interactions. This recognition motif is the basis of the templated synthesis of the prism[n]arenes here reported.
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