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外围具有 48 个末端烯烃单元的[8+12]大硼酯笼用于后合成烯烃复分解反应。

A Giant [8+12] Boronic Ester Cage with 48 Terminal Alkene Units in the Periphery for Postsynthetic Alkene Metathesis.

机构信息

Institute of Organic Chemistry, Heidelberg University, Heidelberg, Im Neuenheimer Feld 270, 69120, Heidelberg, Germany.

出版信息

Chemistry. 2021 Jan 4;27(1):233-237. doi: 10.1002/chem.202003675. Epub 2020 Nov 19.

Abstract

Dynamic covalent chemistry (DCC) is a powerful synthetic tool to construct large defined molecules in one step from rather simple precursors. The advantage of the intrinsic dynamics of the applied reversible reaction steps is a self-correction under the chosen conditions, to achieve high yields of the target compound. To date, only a few examples are known, in which DCC was used to build up a molecular defined but larger product that was chemically transferred to a more stable congener in a second (irreversible) step. Here, we present a nanometer-sized [8+12] boronic ester cage containing 48 peripheral terminal alkene units which allows to put a hydrocarbon exoskeleton around the cage via alkene metathesis.

摘要

动态共价化学(DCC)是一种强大的合成工具,可从相当简单的前体一步构建大的定义明确的分子。所应用的可逆反应步骤的固有动力学的优势在于在所选条件下进行自我修正,以实现目标化合物的高收率。迄今为止,仅已知少数几个示例,其中 DCC 用于构建分子定义但较大的产物,然后在第二步(不可逆)中将其化学转化为更稳定的同系物。在这里,我们展示了一个纳米级的[8+12]硼酸酯笼,其中包含 48 个外围末端烯烃单元,可通过烯烃复分解在笼周围形成烃外骨骼。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6ffe/7839526/d83cd4a52fbd/CHEM-27-233-g001.jpg

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