Synthesis and Anion‐Binding Studies of Thiaphlorins and Covalently Linked Thiaphlorin–Porphyrin Dyads

Gupta, Iti; Fröhlich, Roland; Ravikanth, Mangalampalli

doi:10.1002/ejoc.200701000

Cited by 19 publications

(13 citation statements)

References 44 publications

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“…Bismuth(III) tert-butoxide, 2,4-dimethoxybenzyl alcohol, and 2-(2-thienyl)iso-propyl alcohol were prepared according to literature procedures. [47][48][49] Materials characterization NMR spectra were measured by using aBruker AvanceIII 500 spectrometer (500. H} cross polarization magic-angle spinning (CP MAS) NMR spectra were recorded by using aB ruker Avance4 00 spectrometer at 100.6 MHz.…”

Section: Chemicalsmentioning

confidence: 99%

Nonaqueous Synthesis of a Bismuth Vanadate Photocatalyst By Using Microwave Heating: Photooxidation versus Photosensitized Decomposition in Visible‐Light‐Driven Photocatalysis

et al. 2015

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A new synthetic route to monoclinic bismuth vanadate using a concept adapted from a nonaqueous synthesis strategy for nanostructured organic–inorganic hybrid materials and metal oxides, introduced recently as twin polymerization, is reported. Microwave‐assisted synthesis starting from bismuth(III) tert‐butoxide and vanadium(V) oxytri(tert‐butoxide) in the presence of 2‐methoxybenzyl alcohol, 2,4‐dimethoxybenzyl alcohol, and 2‐(2‐thienyl)iso‐propyl alcohol gave hybrid materials, which were characterized by solid‐state 13C NMR spectroscopy, CH analysis, atomic absorption spectroscopy, and energy dispersive X‐ray spectroscopy. Subsequent pyrolysis resulted in nanoscale monoclinic bismuth vanadate that showed a high photocatalytic activity. The photocatalytic decomposition of model pollutants such as rhodamine B (RhB), methyl orange, methylene blue, and orange G under visible‐light irradiation using the as‐prepared bismuth vanadate samples was studied with a focus on the influence of the agglomeration behavior. The interplay between the photooxidation of RhB, induced by the excitation of the catalyst using visible light, and the photosensitized decomposition pathway is demonstrated by degradation experiments in solution and the solid state.

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Section: Chemicalsmentioning

confidence: 99%

Nonaqueous Synthesis of a Bismuth Vanadate Photocatalyst By Using Microwave Heating: Photooxidation versus Photosensitized Decomposition in Visible‐Light‐Driven Photocatalysis

et al. 2015

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“…4). 35 The thiaphlorin building blocks 77-85 were used to synthesize novel porphyrin-thiaphlorin dyads 86-91 (Chart 3) by coupling of appropriate thiaphlorin building blocks containing iodophenyl functional group with porphyrin building blocks with meso-ethynyl phenyl functional group under copper free mild Pd(0) coupling conditions. 29 The porphyrin-phlorin dyads such as ZnN 4 -N 2 S 2 dyad 88 and N 3 S-N 2 S 2 dyad 91 were demonstrated as a fluorescence anion sensors.…”

Section: Mono-functionalized Heteroporphyrin Building Blocksmentioning

confidence: 99%

Mono‐functionalized Heteroporphyrin Building Blocks and Unsymmetrical Covalent and Non‐covalent Porphyrin Dyads

Yedukondalu

Ravikanth

2011

J Chinese Chemical Soc

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Heteroporphyrins resulted from the replacement of one or two pyrrolic nitrogens with other hetero atoms such as O, S, Se and Te possess very interesting and distinct properties compared to tetrapyrrolic porphyrins. Specially, the singlet state energy levels can be fine tuned with suitable modification of porphyrin core by substituting pyrrolic "N" with other hetero atoms such as "O" and "S". In this review, we describe our synthetic approaches for the synthesis of various mono-functionalized heteroporphyrin building blocks and their use in the synthesis of several covalently and non-covalently linked unsymmetrical porphyrin dyads containing two different porphyrin sub-units. The photophysical studies are also described to show the possibility of singlet-singlet energy transfer from one porphyrin sub-unit to another in these unsymmetrical porphyrin dyads.

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“…In continuation of our efforts in synthesizing core-modified calixphyrins to study their potential use for anion and metal-binding, in this paper we report the synthesis of expanded dithiacalixphyrins 3 containing two thiophene rings and two pyrrole rings bridged via three sp 2 and two sp 3 meso-carbons (Chart 1). These expanded thiacalixphyrins 3 are immediate higher analogues of thiacalixphyrins 19,20 and contain one extra meso carbon compared to the reported thiacalixphyrins 1 and 2. The expanded thiacalixphyrins 3 containing two meso-sp 3 carbons along with three meso-sp 2 carbons and one extra meso-carbon compared to thiacalixphyrin induce sufficient flexibility in the macrocycle ring and the crystal structure revealed that the macrocycle is highly distorted.…”

Section: Introductionmentioning

confidence: 88%

Synthesis and specific fluoride binding properties of expanded dithiacalixphyrins

2015

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Expanded dithiacalixphyrins with the N(2)S(2) core containing two sp(3) and three sp(2) meso-carbons have been prepared by condensation of one equivalent of butene-2,3-diyl-bisthiophene-2,5-diyl-bis(p-methoxyphenylmethanol) with one equivalent of 5,5'-dialkyldipyrromethane under mild acid catalyzed conditions in decent yields. The expanded dithiacalixphyrins were characterized by HR-MS, 1D and 2D NMR techniques and the structure of one of the expanded dithiacalixphyrin macrocycles was solved by X-ray crystallography. The crystal structure analysis indicated that the macrocycle is highly distorted and attains a boat shaped structure. The expanded thiacalixphyrins showed a specific sensing ability for F(-) ions over other anions as judged from absorption, NMR and mass spectral studies.

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Synthesis and Anion‐Binding Studies of Thiaphlorins and Covalently Linked Thiaphlorin–Porphyrin Dyads

Cited by 19 publications

References 44 publications

Nonaqueous Synthesis of a Bismuth Vanadate Photocatalyst By Using Microwave Heating: Photooxidation versus Photosensitized Decomposition in Visible‐Light‐Driven Photocatalysis

Nonaqueous Synthesis of a Bismuth Vanadate Photocatalyst By Using Microwave Heating: Photooxidation versus Photosensitized Decomposition in Visible‐Light‐Driven Photocatalysis

Mono‐functionalized Heteroporphyrin Building Blocks and Unsymmetrical Covalent and Non‐covalent Porphyrin Dyads

Synthesis and specific fluoride binding properties of expanded dithiacalixphyrins

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