Kinetically Trapped Tetrahedral Cages via Alkyne Metathesis

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• 作者：Semin Lee ; Anna Yang ; Timothy P. Moneypenny II ; Jeffrey S. Moore
• 刊名：Journal of the American Chemical Society
• 出版年：2016
• 出版时间：February 24, 2016
• 年：2016
• 卷：138
• 期：7
• 页码：2182-2185
• 全文大小：307K
• ISSN：1520-5126

文摘

In dynamic covalent synthesis, kinetic traps are perceived as disadvantageous, hindering the system from reaching its thermodynamic equilibrium. Here we present the near-quantitative preparation of tetrahedral cages from simple tritopic precursors using alkyne metathesis. While the cages are the presumed thermodynamic sink, we experimentally demonstrate that the products no longer exchange their vertices once they have formed. The example reported here illustrates that kinetically trapped products may facilitate high yields of complex products from dynamic covalent synthesis.