Isolable and Well-Defined Butadienyl Organocopper(I) Aggregates: Facile Synthesis, Structural Characterization, and Reaction Chemistry

Abstract

Four types of alkenyl organocopper­(I) aggregates linked by 1,3-butadienyl and/or 1,3,5,7-octatetraenyl moieties were selectively realized in good isolated yields. All these organocopper­(I) aggregates were structurally characterized by single-crystal X-ray structural analysis. These unprecedented aggregates, stabilized by multiple Cu–Cu interactions and the conjugated 1,3-butadienyl or 1,3,5,7-octatetraenyl bridges, could undergo controlled structural transformations. The 1,4-dicopper 1,3-butadienyl aggregate <b>3</b> could be efficiently transformed to aggregate <b>2</b>, while LiI could disaggregate the 1,3-butadienyl-1,3,5,7-octatetraenyl aggregate <b>4</b> to 1,3,5,7-octatetraenyl aggregate <b>5</b> and 1,3-butadienyl aggregate <b>2</b>. Preliminary reaction chemistry and synthetic applications of these organocopper­(I) aggregates were also investigated