Novel anion receptors for selective recognition of dimethyl phosphinate and carboxylate

作者：Sohn Dae Hyup; Park Jong Il; Cho Seung Joo; Kang Jongmin

来源：Tetrahedron, 2017, 73(2): 212-221.

DOI：10.1016/j.tet.2016.11.076

• Phosphinate selective receptor
• Hydrogen bond

We have designed and synthesized new anion receptors 1 and 2, which have amide N-H, pyrrole N-H and vinyl C-H as hydrogen bond donors. These receptors are selective for dimethyl phosphinate and carboxylates. Due to electron withdrawing effect of the cyano group which is trans to the vinyl hydrogen with respect to carbon-carbon double bond, receptor 1 has higher binding constants for phosphinate and carboxylate than those of receptor 2. Modeling studies shows that cyano group polarized all three hydrogens through planar at pi-electron network. In addition, receptor I gave orange colored 1,4-addition product for cyanide.

• 出版日期2017-1-12