Solution Studies of a Water-Stable, Trivalent Antimony Pnictogen Bonding Anion Receptor with High Binding Affinities for CN^–, OCN^–, and OAc^–

Abstract

The solution phase anion binding behavior of a waterstable bidentate pnictogen bond donor was studied. A modest change in the visible absorption spectrum allowed for the determination of the binding constants. High binding constants were observed with cyanide, cyanate, and acetate, and these were corroborated with density functional theory (DFT) calculations. The receptor could be recovered free from the anion following treatment with methyl triflate, confirming that it remains intact. The tight binding of cyanide and water stability were exploited to use this system as a supramolecular catalyst in a phase-transfer Strecker reaction, further demonstrating the utility of pnictogen bonding as a tool in noncovalent catalysis. Article pubs.acs.org/IC

Synergistic regulation of chloride anion recognition using a triple‐functional sites receptor with two different cationic effectors

“…Especially, we are interested in the solvent effect of water due to the fact that ion recognition in aqueous solution is a major challenge in supramolecular chemistry. [42][43][44] Here, the solvent effects of water and toluene are considered. Interestingly, it is found that the structure of EUPR in solvents is quite different from that in gas phase.…”

Binding, Sensing, And Transporting Anions with Pnictogen Bonds: The Case of Organoantimony Lewis Acids

“…Anion binding has also been investigated by the Cozzolino group using oxygen-bridged bidentate distibines 38 such as 14 which displays halide binding constants in CH 2 Cl 2 of 870,000 ± 98,000 M -1 , 16,900 ± 5,000 M –1 , 2,390 ± 1,470 M –1 for chloride, bromide, and iodide, respectively ( Figure 4 ). 39 In addition to showing halide anion binding selectivity, 14 also interacts with the cyanide anion and effectively promotes its phase transfer for applications in cyanation chemistry.…”