Synthesis and spectroscopic analysis of tetraphenylporphyrinatoantimony(V) complexes linked to boron-dipyrrin chromophore on axial ligands

Shiragami, Tsutomu; Tanaka, Katsunori; Andou, Yoshito; Tsunami, Shin Ichiro; Matsumoto, Jin; Luo, Hui; Araki, Yasuyuki; Ito, Osamu; Inoue, Haruo; Yasuda, Masahide

doi:10.1016/j.jphotochem.2004.08.018

Cited by 38 publications

(33 citation statements)

References 40 publications

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“…Because of the similarity of their structures, energy-transfer cassettes containing BODIPY and porphyrin units have received much attention for their applications as solar energy harvesting systems. [108] Guldi et al reported that BODIPY could easily be combined with either a free-base or a zinc porphyrin moiety (H 2 P and ZnP, respectively) through a cyanuric chloride bridging unit to yield the dyads BODIPY-H 2 P and BODIPY-ZnP 2 ( Figure 5). [108] The efficiency of energy transfer varied from 13 to 40 %.…”

Section: Bodipys As Antenna Moleculesmentioning

confidence: 99%

“…A simple 8-(4-hydroxyphenyl)-BODIPY has been coordinated to an antimony tetraphenylporphyrin (Sb(TPP)) through an alkyl chain to form a through-space energy-transfer cassette 1 (Figure 4). [108] The efficiency of energy transfer varied from 13 to 40 %. By increasing the length of the alkyl chain spacer unit, the efficiency was decreased.…”

Section: Bodipys As Antenna Moleculesmentioning

confidence: 99%

“…It was found that the BODIPY acted as the energy donor and not Sb(TPP), that is, no quenching of the singlet excited state of the porphyrin (energy of 1 MP* = 1.9-2.1 eV) by donation of energy to the BODIPY (energy of 1 BODIPY* % 2.4 eV) was found because of unfavorable energetic conditions. [108] Guldi et al reported that BODIPY could easily be combined with either a free-base or a zinc porphyrin moiety (H 2 P and ZnP, respectively) through a cyanuric chloride bridging unit to yield the dyads BODIPY-H 2 P and BODIPY-ZnP 2 ( Figure 5). [109] Through a comparison of the absorption spectra and cyclic voltammograms of 2 with those of their model compounds BODIPY, H 2 P, and ZnP, the lack of interaction between the components in the ground state was established.…”

Section: Bodipys As Antenna Moleculesmentioning

confidence: 99%

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Photosynthetic Antenna–Reaction Center Mimicry by Using Boron Dipyrromethene Sensitizers

2013

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Various molecular and supramolecular systems have been synthesized and characterized recently to mimic the functions of photosynthesis, in which solar energy conversion is achieved. Artificial photosynthesis consists of light-harvesting and charge-separation processes together with catalytic units of water oxidation and reduction. Among the organic molecules, derivatives of BF2-chelated dipyrromethene (BODIPY), "porphyrin's little sister", have been widely used in constructing these artificial photosynthetic models due to their unique properties. In these photosynthetic models, BODIPYs act as not only excellent antenna molecules, but also as electron-donor and -acceptor molecules in both the covalently linked molecular and supramolecular systems formed by axial coordination, hydrogen bonding, or crown ether complexation. The relationships between the structures and photochemical reactivities of these novel molecular and supramolecular systems are discussed in relation to the efficiency of charge separation and charge recombination. Femto- and nanosecond transient absorption and photoelectrochemical techniques have been employed in these studies to give clear evidence for the occurrence of energy- and electron-transfer reactions and to determine their rates and efficiencies.

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Section: Bodipys As Antenna Moleculesmentioning

confidence: 99%

Section: Bodipys As Antenna Moleculesmentioning

confidence: 99%

Section: Bodipys As Antenna Moleculesmentioning

confidence: 99%

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Photosynthetic Antenna–Reaction Center Mimicry by Using Boron Dipyrromethene Sensitizers

2013

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“…2). 24 A similar compound based on a silicon phthalocyanine has been synthesised, which exhibits competitive energy and electron transfer. Analogous to the antimonyeporphyrineBODIPY array (1), when excited at the BODIPY absorption maximum, emission was observed from the phthalocyanine core (2) (Fig.…”

Section: Through-space Energy-transfer Cassettesmentioning

confidence: 99%

“…Mono-and di-styryl (22 and 23) analogues of 21 have also been prepared as well as an array involving an ethynyl pyrene unit, which replaced the fluorines on the boron centre (24) (Fig. 20).…”

Section: Through-bond Energy-transfer Cassettesmentioning

confidence: 99%

4,4′-Difluoro-4-bora-3a,4a-diaza-s-indacenes (BODIPYs) as components of novel light active materials

2011

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Light‐Harvesting Ytterbium(III)–Porphyrinate–BODIPY Conjugates: Synthesis, Excitation‐Energy Transfer, and Two‐Photon‐Induced Near‐Infrared‐Emission Studies

Zhang¹,

Zhu²,

Wong³

et al. 2012

Chemistry A European J

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Based on a donor-acceptor framework, several conjugates have been designed and prepared in which an electron-donor moiety, ytterbium(III) porphyrinate (YbPor), was linked through an ethynyl bridge to an electron-acceptor moiety, boron dipyrromethene (BODIPY). Photoluminescence studies demonstrated efficient energy transfer from the BODIPY moiety to the YbPor counterpart. When conjugated with the YbPor moiety, the BODIPY moiety served as an antenna to harvest the lower-energy visible light, subsequently transferring its energy to the YbPor counterpart, and, consequently, sensitizing the Yb(III) emission in the near-infrared (NIR) region with a quantum efficiency of up to 0.73% and a lifetime of around 40 μs. Moreover, these conjugates exhibited large two-photon-absorption cross-sections that ranged from 1048-2226 GM and strong two-photon-induced NIR emission.

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Synthesis and spectroscopic analysis of tetraphenylporphyrinatoantimony(V) complexes linked to boron-dipyrrin chromophore on axial ligands

Cited by 38 publications

References 40 publications

Photosynthetic Antenna–Reaction Center Mimicry by Using Boron Dipyrromethene Sensitizers

Photosynthetic Antenna–Reaction Center Mimicry by Using Boron Dipyrromethene Sensitizers

4,4′-Difluoro-4-bora-3a,4a-diaza-s-indacenes (BODIPYs) as components of novel light active materials

Light‐Harvesting Ytterbium(III)–Porphyrinate–BODIPY Conjugates: Synthesis, Excitation‐Energy Transfer, and Two‐Photon‐Induced Near‐Infrared‐Emission Studies

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