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- W2030820076 abstract "We have prepared a linear array of chromophores consisting of a perylene input unit, a bis(free base porphyrin) transmission unit, and a free base phthalocyanine output unit for studies in artificial photosynthesis and molecular photonics. The synthesis involved four stages: (1) a rational synthesis of trans-AB2C-porphyrin building blocks each bearing one meso-unsubstituted position, (2) oxidative, meso,meso coupling of the zinc porphyrin monomers to afford a bis(zinc porphyrin) bearing one phthalonitrile group and one iodophenyl group, (3) preparation of a bis(porphyrin)−phthalocyanine array via a mixed cyclization involving the bis(free base porphyrin) and 4-tert-butylphthalonitrile, and (4) Pd-mediated coupling of an ethynylperylene to afford a perylene−bis(porphyrin)−phthalocyanine linear array. The perylene−bis(porphyrin)−phthalocyanine array absorbs strongly across the visible spectrum. Excitation at 490 nm, where the perylene absorbs preferentially, results in fluorescence almost exclusively from the phthalocyanine (Φf = 0.78). The excited phthalocyanine forms with time constants of 2 ps (90%) and 13 ps (10%). The observed time constants resemble those of corresponding phenylethyne-linked dyads, including a perylene−porphyrin (≤0.5 ps) and a porphyrin−phthalocyanine (1.1 ps (70%) and 8 ps (30%)). The perylene−bis(porphyrin)−phthalocyanine architecture exhibits efficient light-harvesting properties and rapid funneling of energy in a cascade from perylene to bis(porphyrin) to phthalocyanine." @default.
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- W2030820076 date "2000-09-02" @default.
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- W2030820076 title "A Tightly Coupled Linear Array of Perylene, Bis(Porphyrin), and Phthalocyanine Units that Functions as a Photoinduced Energy-Transfer Cascade" @default.
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- W2030820076 doi "https://doi.org/10.1021/jo0007940" @default.
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