Department of Chemistry, Pohang University of Science and Technology , Pohang, 790-784, Republic of Korea.
Org Lett. 2014 Jan 17;16(2):334-7. doi: 10.1021/ol402819m. Epub 2013 Dec 31.
A series of novel coronands having a 2n-crown-n topology based on trioxane (6-crown-3) derivatives are designed and characterized. These neutral hosts can sense anions through pure aliphatic C-H hydrogen bonding (HB) in condensed phases due to the unusual topology of 2n-crown-n. C-H bonds are strongly polarized by two adjacent oxygen atoms in this scaffold. These hosts provide a rare opportunity to modulate anion binding strength by changing the electronic nature of aliphatic C-H bonds and offer ease of synthesis.
设计并表征了一系列具有基于三氧杂环己烷(6-冠-3)衍生物的 2n-冠-n 拓扑结构的新型冠醚。这些中性主体由于 2n-冠-n 的异常拓扑结构,可以通过凝聚相中纯脂肪族 C-H 氢键(HB)来感应阴离子。在这个支架中,两个相邻的氧原子强烈极化 C-H 键。这些主体通过改变脂肪族 C-H 键的电子性质提供了调节阴离子结合强度的难得机会,并具有易于合成的优点。