Moessbauer studies on oxo-bridged iron(III) porphines

Torrens, Manuel A.; Straub, Darel K.; Epstein, Lawrence

doi:10.1021/ja00767a018

Cited by 57 publications

(13 citation statements)

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“…(TNP)H2 was metalated in the same manner as (TPP)H2. The µdimer of this compound has been reported by Straub et al 40 Fe-(TNP)Cl: vis (CH2C12) U 378 nm (« 61 500 cm"1 M"1), 422 (107 900), 509 (14700), 582 (4330), 654 (3490), 682 (3200).…”

Section: Methodssupporting

confidence: 70%

Aliphatic hydroxylation catalyzed by iron porphyrin complexes

Groves¹,

Nemo²

1983

J. Am. Chem. Soc.

393

154

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amino]-l-naphthalenesulfonate (1, X = 4-CH3):same procedure as that used for 1, X = 3,5-(CH3)2; yield, 1%. *H NMR (Me2SO-rf6) (ppm): NH, 10.56 (1 H, s), aromatic , 7.0-8.3 (10 H, m), CH3, 2.23 (3 H, s). 8-[(3-Methylphenyl)amino]-l-naphthalenesulfonate (1, X = 3-CH3): reaction, 72 h at 160 °C; purification, chromatography on silica (elution: benzene-methanol), crystallized three times from water; yield 12%.

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Section: Methodssupporting

confidence: 70%

Aliphatic hydroxylation catalyzed by iron porphyrin complexes

Groves¹,

Nemo²

1983

J. Am. Chem. Soc.

393

154

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“…(3) Compounds originally thought to be ferric porphyrin hydroxides have been shown to be dimeric species in which an oxygen dianion bridges two pentacoordinate iron(III) complexes.17-22 Except for certain protein derivatives (e.g., methemoglobin and metmyoglobin) in which dimerization is sterically prevented, monomeric iron(III) hydroxo porphyrin complexes are apparently unknown. 23 In these µ-dimers the two spin sextet Fe3+ ions are antiferromagnetically coupled through the oxygen bridge.17-24•25 For the similar dimeric yv.yv'-ethylenebistsalicylaldimine) (Salen) complexes [Fe(Salen)]20 and [Fe( Salen)Cl]2, in which there is also antiferromagnetic coupling, Mossbauer measurements26 have revealed a number of interesting features. In addition to magnetic broadening of the spectral lines at temperatures above 4.2 K,4-27-28 there is also Gol'danskii-Karyagin29 asymmetry (i.e., anisotropy of the recoilless fraction).…”

Section: Introductionmentioning

confidence: 99%

Moessbauer-Zeeman spectra of some octaethylporphyrinato- and tetraphenylporphinatoiron(III) complexes

Dolphin¹,

Sams²,

Tsin³

et al. 1978

J. Am. Chem. Soc.

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“…The first reported synthesis of meso-tetra (thien-2-yl)porphyrin ( Scheme 1 ) was presented by Triebs and Haeberie et al (1968) by the condensation of pyrrole and 2-thiophenecarboxaldehyde by a modified Rothemund method giving 9% yield. The Adler-Longo’s method was later applied ( Torrens et al, 1972 ) by allowing the reaction of equimolar amounts of 2-thiophenecarboxaldehyde and pyrrole in refluxing propionic acid, but the reaction yields were not reported ( Scheme 1 ). The main efforts to date were focused to adapt the so-called Lindsey’s method for the synthesis of the commented here type of porphyrins ( Scheme 1 ).…”

Section: Resultsmentioning

confidence: 99%

Tetrathienothiophene Porphyrin as a Metal-Free Sensitizer for Room-Temperature Triplet–Triplet Annihilation Upconversion

et al. 2022

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Optically excited triplet states of organic molecules serve as an energy pool for the subsequent processes, either photon energy downhill, such as room temperature phosphorescence, or photon energy uphill process—the triplet–triplet annihilation upconversion (TTA-UC). Manifestation of a high intersystem crossing coefficient is an unavoidable requirement for triplet state formation, following the absorption of a single photon. This requirement is even more inevitable if the excitation light is non-coherent, with moderate intensity and extremely low spectral power density, when compared with the light parameters of 1 Sun (1.5 AM). Coordination of a heavy atom increases substantially the probability of intersystem crossing. Nevertheless, having in mind the global shortage in precious and rare-earth metals, identification of metal-free organic moieties able to form triplet states becomes a prerequisite for environmental friendly optoelectronic technologies. This motivates us to synthesize a metal-free thienothiophene containing porphyrin, based on a condensation reaction between thienothiophene-2-carbaldehyde and pyrrole in an acidic medium by modified synthetic protocol. The upconversion couple tetrathienothiophene porphyrin/rubrene when excited at λ = 658 nm demonstrates bright, delayed fluorescence with a maximum emission at λ = 555 nm. This verifies our hypothesis that the ISC coefficient in thienothiophene porphyrin is efficient in order to create even at room temperature and low-intensity optical excitation densely populated organic triplet ensemble and is suitable for photon energy uphill processes, which makes this type of metal-free sensitizers even more important for optoelectronic applications.

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Moessbauer studies on oxo-bridged iron(III) porphines

Cited by 57 publications

References 0 publications

Aliphatic hydroxylation catalyzed by iron porphyrin complexes

Aliphatic hydroxylation catalyzed by iron porphyrin complexes

Moessbauer-Zeeman spectra of some octaethylporphyrinato- and tetraphenylporphinatoiron(III) complexes

Tetrathienothiophene Porphyrin as a Metal-Free Sensitizer for Room-Temperature Triplet–Triplet Annihilation Upconversion

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