Novel Ionophores with 2n‑Crown‑n Topology: Anion Sensing via Pure Aliphatic C–H···Anion Hydrogen Bonding
journal contributionposted on 17.01.2014, 00:00 by Genggongwo Shi, Changdev G. Gadhe, Sung-Woo Park, Kwang S. Kim, Jongmin Kang, Humaira Seema, N. Jiten Singh, Seung Joo Cho
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.