107708-70-3Relevant academic research and scientific papers
A charge-stabilizing, multimodular, ferrocene-bis(triphenylamine)-zinc- porphyrin-fullerene polyad
Wijesinghe, Channa A.,El-Khouly, Mohamed E.,Zandler, Melvin E.,Fukuzumi, Shunichi,D'Souza, Francis
, p. 9629 - 9638 (2013)
A novel multimodular donor-acceptor polyad featuring zinc porphyrin, fullerene, ferrocene, and triphenylamine entities was designed, synthesized, and studied as a charge-stabilizing, photosynthetic-antenna/reaction-center mimic. The ferrocene and fullerene entities, covalently linked to the porphyrin ring, were distantly separated to accomplish the charge-separation/hole-migration events leading to the creation of a long-lived charge-separated state. The geometry and electronic structures of the newly synthesized compound was deduced by B3LYP/3-21G(*) optimization, while the energy levels for different photochemical events was established using data from the optical absorption and emission, and electrochemical studies. Excitation of the triphenylamine entities revealed singlet-singlet energy transfer to the appended zinc porphyrin. As predicted from the energy levels, photoinduced electron transfer from both the singlet and triplet excited states of the zinc porphyrin to fullerene followed by subsequent hole migration involving ferrocene was witnessed from the transient absorption studies. The charge-separated state persisted for about 8.5 μs and was governed by the distance between the final charge-transfer product, that is, a species involving a ferrocenium cation and a fullerene radical anion, with additional influence from the charge-stabilizing triphenylamine entities located on the zinc-porphyrin macrocycle. Step-by-step events: Occurrence of sequential energy and electron transfer leading to the generation of a long-lived charge-separated state is demonstrated in a novel multimodular donor-acceptor supramolecular system comprised of different photo and redox entities as a photosynthetic-antenna/reaction-center mimic (see figure; EnT=energy transfer, CS=charge separation, HS=hole shift, CR=charge recombination). Copyright
Vectorial Multistep Electron Transfer at the Gold Electrodes Modified with Self-Assembled Monolayers of Ferrocene - Porphyrin - Fullerene Triads
Imahori, Hiroshi,Yamada, Hiroko,Nishimura, Yoshinobu,Yamazaki, Iwao,Sakata, Yoshiteru
, p. 2099 - 2108 (2000)
Self-assembled monolayers of ferrocene-porphyrin-C60 triads on gold electrodes were prepared to mimic photosynthetic electron transfer events where efficient conversion of light to chemical energy takes place via the long-lived, charge-separate
Utilization of photoinduced charge-separated state of donor-acceptor-linked molecules for regulation of cell membrane potential and ion transport
Numata, Tomohiro,Murakami, Tatsuya,Kawashima, Fumiaki,Morone, Nobuhiro,Heuser, John E.,Takano, Yuta,Ohkubo, Kei,Fukuzumi, Shunichi,Mori, Yasuo,Imahori, Hiroshi
, p. 6092 - 6095 (2012/05/07)
The control of ion transport across cell membranes by light is an attractive strategy that allows targeted, fast control of precisely defined events in the biological membrane. Here we report a novel general strategy for the control of membrane potential
Preparation of the central tryptophan moiety of the celogentin/moroidin family of anti-mitotic cyclic peptides
Yuen, Alexander K. L.,Jolliffe, Katrina A.,Hutton, Craig A.
, p. 819 - 826 (2007/10/03)
The central functionalized tryptophan core of the celogentin/moroidin family of cyclic peptides has been prepared. The strategy incorporates a novel preparation of 4-iodobenzaldehyde and employs a Larock annulation as the key step. CSIRO 2006.
Synthesis and photoelectrochemical properties of a self-assembled monolayer of a ferrocene-porphyrin-fullerene triad on a gold electrode
Imahori, Hiroshi,Yamada, Hiroko,Ozawa, Shinichiro,Ushida, Kiminori,Sakata, Yoshiteru
, p. 1165 - 1166 (2007/10/03)
A self-assembled monolayer of a ferrocene-porphyrin-C60 triad has been prepared to mimic efficient vectorial electron transport across a photosynthetic membrane.
VISIBLE LIGTH-HARVESTING IN COVALENTLY-LINKED PORPHYRIN-CYANINE DYES
Lindsey, Jonathan S.,Brown, Philip A.,Siesel, David A.
, p. 4845 - 4866 (2007/10/02)
We report the synthesis and properties if three members of a new class of photochemical model compounds containing a covalently-linked porphyrin and a cyanide dye.In compounds 1 and 2 the dye absorbs in the 450-570 nm region and energy transfer occurs with 80percent efficiency from the dye to the free base porphyrin.In compound 3 the dye absorbs in the 650-780 nm region and energy transfer occurs with 80percent efficiency from the free base porphyrin to the dye.The zinc-porphyrin-dyes exhibit both donor and acceptor quenching with only moderate yields of energy transfer.This work is a first step toward the development of an artificial phycobilisome.
