2,5,8,11-Tetraalkenyl Perylene Bisimides: Direct Regioselective Synthesis and Enhanced π–π Stacking Interaction

A series of 2,5,8,11-tetraalkenyl perylene bisimide (PBI) derivatives were synthesized through Ru­(II)- or Rh­(III)-catalyzed regio- and steroselective oxidative C–H olefination in one step. The optical electronic and self-assembly of the 2,5,8,11-substituted PBIs were investigated, which showed great potential in optoelectronic applications

Direct Synthesis of Large-Scale <i>Ortho</i>-Iodinated Perylene Diimides: Key Precursors for Functional Dyes

A highly regioselective tetra-<i>ortho</i>-iodination reaction of perylene diimides (PDIs) has been developed, which could be conducted on a multigram scale (>10 g), featuring a column chromatography-free workup and purification. The <i>ortho</i>-iodinated-PDIs serve as key intermediates for the preparation of a variety of <i>ortho</i>-functionalized PDIs and PDI-based conjugated polymers