One-Pot Dual C-C Coupling Reaction via Site Selective Cascade Formation by PdII -Cryptate of an Amino-Ether Heteroditopic Macrobicycle

Chemistry. 2021 May 3;27(25):7307-7314. doi: 10.1002/chem.202005397. Epub 2021 Mar 18.

Abstract

Selectivity of aryl iodo over ethynyl iodo toward the Suzuki cross coupling reaction is explored by utilizing a palladium complex of amino-ether heteroditopic macrobicycle. Subsequently, unreacted ethynyl iodide undergoes homocoupling reaction in the same catalytic atmosphere, thereby representing a cascade dual C-C coupling reaction. Furthermore, this approach is extended for novel one-pot synthesis of unsymmetrical 1,3-diynes.

Keywords: 1,3-diyne; C−C coupling; macrobicycle; regioselectivity; supramolecular catalysis.