Copper(I) halide complexes of the new 4,4′-bridged heteroaromatic biscarbenes of the 1,2,4-triazole series

The stable biscarbenes, 1,4- and 1,3-bis[1-(1-adamantyl)-3-phenyl-1,2,4-triazol-5-yliden-4-yl]benzenes (4a,b) have been prepared. Treatment of 4b with copper(I) chloride and copper(I) iodide in acetonitrile or acetonitrile/toluene solution afforded the biscarbene copper(I) complexes 5a and 5b, respectively. The reactions of 4a and 4b with diphenyldiazomethane and sulfur resulted in the novel bisazine (6) and bisthione (7) derivatives, respectively. The X-ray crystal structures of 4a and 5b were determined.

Graphical abstractCopper(I) chloride and copper(I) iodide complexes of a new 4,4′-bridged heteroaromatic biscarbene ligand have been prepared. The copper(I) iodide complex has been structurally characterized.Figure optionsDownload full-size imageDownload as PowerPoint slide