A New Method for the Synthesis of Cobalt Complex of Tetra-2,3-(5-tert-butyl-pyrazino) porphyrazine

Wang, Dejun; Li, Hui; Jiang, Xiren; Zhao, Chaocheng

doi:10.1088/1755-1315/680/1/012066

IOP Conf. Ser.: Earth Environ. Sci.

2021

DOI: 10.1088/1755-1315/680/1/012066

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A New Method for the Synthesis of Cobalt Complex of Tetra-2,3-(5-tert-butyl-pyrazino) porphyrazine

Dejun Wang

Hui Li²,

Xiren Jiang

et al.

Abstract: A two-step synthesis of cobalt complex of tetra-2,3-(5-tert-butyl-pyrazino) porphyrazine as porphyrazine derivatives carrying six-membered pyrazine rings annulated at the periphery of the tetrapyrrolic macrocycle was described starting from 3,3-dimethyl-2-butanone, selenium dioxide, 2,3-diaminomaleonitrile, metal salts, and urea. In comparison with the previously reported multistep procedure, this new multicomponent protocol for the preparation of synthetically, biologically, and technologically relevant tetra… Show more

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2,3-Diaminomaleonitrile: A Multifaceted Synthon in Organic Synthesis

Chaudhary

2022

COS

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2,3-Diaminomaleonitrile (DAMN), a tetramer of hydrogen cyanide, displays weakly basic properties and has reactivity comparable to o-phenylenediamine. It has emerged as a versatile, cheap as well as a readily accessible building block towards the synthesis of a variety of organic compounds. The present review focuses on the applications of 2,3-diaminomaleonitrile for the synthesis of Schiff’s base, imidazoles, pyrazines, quinoxolines, benzodiazocines, 1,4-diazepines, purines, pyrimidines, pyrazine-tetrazole hybrids, triazoles, thiadiazole, thiazolidines, porphyrazines, formamidines, 1,3,5-triazepines, pyrrolo[3,4-b][1,4]diazepin-6(3H)-ones, triaza[22]annulenes, pyrrolo[3,4-f][1,3,5]triazepines, spiro compounds, pyrazoles and 2,3-dicyano-5,7-bismethylthieno[3,4-b]pyrazine.

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2,3-Diaminomaleonitrile: A Multifaceted Synthon in Organic Synthesis

Chaudhary

2022

COS

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Metallic Porphyrazine Networks: Synthesis, as Well as Thermal and Optical Properties for Accelerating the Oxidation of Thiols to Their Disulfides

Al‐Warhi

Abualnaja

Ali

et al. 2022

Metals

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A condensation reaction of 2,3,5,6-tetraamino-1,4-benzoquinone 1 with 4,5-Dichloro-3,6-dihydroxy-phthalonitrile 2 produced p-benzoquinone [2,3-b:2,3-b]bis[(5,8-dihydroxybenzopyrazine)-6,7-dinitrile] 3. Utilizing acetic acid with lithium/pentanol, the tetra-nitrile monomer was cyclo-tetramerized, yielding the matching network polymer, tetra p-benzoquinone[2,3-b:2,3-b]. bis[(5,8-dihydroxybenzopyrazino) porphyrazine (2H-Pz) 4a. The equivalent tetra p-benzoquinone[2,3-b:2,3-b]bis[(5,8-dihydroxybenzopyrazino) metallic porphyrazine networks (M-Pz) M = Zn 4b or Ni 4c, were obtained by cyclo-tetramerizing the tetra-nitril monomer 3 using metal salt and quinoline. The synthesized molecules’ elemental analytical results, as well as their IR and NMR spectral data, are consistent with their assigned structures. The prepared compounds have large molecular weights and metal content, indicating that reactions of tetramerization, polymerization, and chelation were all productive. The synthesized porphyrazines were proved to be excellent substrates for oxidizing thiophenol and benzyl thiol to their respective disulfides in atmospheric oxygen. The maximal production of the corresponding disulfides after 15 min was 96 percent for thiophenol and 93 percent for benzyl thiol, respectively.

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A New Method for the Synthesis of Cobalt Complex of Tetra-2,3-(5-tert-butyl-pyrazino) porphyrazine

Cited by 2 publications

References 14 publications

2,3-Diaminomaleonitrile: A Multifaceted Synthon in Organic Synthesis

2,3-Diaminomaleonitrile: A Multifaceted Synthon in Organic Synthesis

Metallic Porphyrazine Networks: Synthesis, as Well as Thermal and Optical Properties for Accelerating the Oxidation of Thiols to Their Disulfides

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