Promoting effect of water on light and phenanthroline–diphosphine Cu(i) complex-initiated iodine atom transfer cyclisation

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.