Promoting effect of water on light and phenanthroline–diphosphine Cu(<scp>i</scp>) complex-initiated iodine atom transfer cyclisation
Xue Yang, Wei Yu
Abstract
Water can greatly facilitate the iodine atom transfer cyclisation of 2-allyloxy(or prop-2-yn-1-yloxy)-3-iodo tetrahydropyrans and tetrahydrofurans initiated by phenanthroline-diphosphine Cu(I) complexes under 455 nm light irradiation. Good yields were obtained in a mixture of acetonitrile and water (1 : 4, v/v) or in pure water, whereas no reaction took place in acetonitrile under the otherwise same conditions. The copper complexes are virtually heterogeneous in the water-dominant reaction media, which is believed to be a main reason for the beneficial effect of water.
Topics & Concepts
AcetonitrilePhenanthrolineChemistryIodineCopperPhotochemistryAtom (system on chip)Water transferCatalysisMedicinal chemistryInorganic chemistryOrganic chemistryEmbedded systemComputer scienceEnvironmental scienceWater resource managementRadical Photochemical ReactionsOxidative Organic Chemistry ReactionsCatalytic C–H Functionalization Methods