Synthesis of 1,3-Dioxane-Bridged Pyropheophorbide-Diimide and Pyropheophorbide Dimer and Their Intramolecular Electron and Energy Transfer

Abstract 1,3-Dioxane-bridged pyropheophorbide–diimide dyads and pyropheophorbide dimer were synthesized by simple acid-catalyzed reactions of methyl pyropheophorbide d with diimide-substituted diols and with pentaerythritol, respectively. 1,3-Dioxane-bridged bacteriopyropheophorbide–diimide was similarly prepared from bacteriopyropheophorbide a. Intramolecular electron-transfer and energy-transfer reactions in these models have been studied by picosecond fluorescence measurements.