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Izomery porfiryny : podobieństwa i różnice

Waluk Jacek

Wiadomości Chemiczne

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2021

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[Z] 75, 5-6

631--652

EN

Porphyrins, “pigments of life”, are extremely popular objects of fundamental research and as candidates for diverse applications. The prerequisite for a successful application is the understanding of the electronic structure. For that purpose, it is instructive to compare the properties of porphyrin with those of its isomers. To date, six such isomers have been synthesized. In this work, we compare the characteristics of all “nitrogen-in”, N-confused- and neo-confused porphyrin isomers, including three structures that have not yet been obtained. We discuss the electronic spectra, intramolecular hydrogen bonding, and tautomerism. Analysis of the energy pattern of frontier orbitals allows predicting the redox properties, as well as the pattern of electronic absorption and magnetic circular dichroism (MCD) spectra. In turn, the geometry of the inner cavity is the factor that determines the strength of hydrogen bonds and, in consequence, the kinetics of tautomerization.

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Zastosowanie fluorowanych porfirynoidów w technice i wojskowości

Gośliński T., Brudnicki D.

Biuletyn Wojskowej Akademii Technicznej

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2011

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Vol. 60, nr 3

124-146

PL

Porfirynoidy są grupą związków makrocyklicznych o udokumentowanym znaczeniu w medycynie oraz rosnącym znaczeniu w technice i nanotechnologii. Charakterystyka fizykochemiczna i fotochemiczna porfirynoidów tłumaczy coraz liczniejsze zastosowania tych makrocykli w nowoczesnej fotonice, a liczne publikacje i patenty wskazują na dalej idące możliwości aplikacyjne. Porfirynoidy, w tym fluorowane porfirynoidy, są grupą związków o potencjalnym zastosowaniu nie tylko w sektorze cywilnym, lecz także wojskowym. W pierwszej części publikacji wskazano na konkretne zastosowania porfirynoidów w sektorze wojskowym. W drugiej części opracowania omówiono porfirynoidy fluorowane o potencjalnym zastosowaniu w technice i wojskowości.

EN

Porphyrinoids are macrocyclic compounds of great importance in medicine and growing popularity in engineering and nanotechnology. Physical-chemical and photochemical characteristics of these macrocyclic compounds explain their increasing significance in photonics. Moreover, a large amount of publications and patents indicate other possible applications. Porphyrinoids, including fluorinated porphyrinoids, are compounds of potential usage not only in the civil, but also in the military sector. This review presents in more detail the applications of fluorinated porphyrinoids in the military sector.

3

Macrostructures Derived from Dichloropyrimidines

Maes W., Dehaen W.

Polish Journal of Chemistry

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2008

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Vol. 82, nr 6

1146-1160

EN

This account provides a summary of our research during the last 10 years (1997-2007) on the synthetic exploration of various macro structures derived from dichloropyrimidine building blocks. Pyrimidine precursors have been used for the construction of functional porphyrinoids, (porphyrin) dendrimers, and heteracalix[n]arenes. meso- Pyri midinyl - porphyrinoids have been synthesized starting from 4,6-dichloropyrimidine- 5-carbaldehydes, and the result ing oligopyrrolic macrocycles were functionalized and superstructured in several different fashions. Pyrimidine-based (porphyrin) dendrimers have been constructed via a convergent strategy using a pyrimidine AB2-monomer. The dendritic surface was equipped with different moieties, al lowing their exploration as dendritic oxidation catalysts. Finally, oxacalix[m]arene[m]pyrimidines (m = 2-6), a novel class of heteracalix(heter)arenes, have recently been prepared via nucleophilic aromatic substitution reactions on 4,6-dihalopyrimidines. In these cyclooligomeric species, the pyrimidine component al lows the introduction of avariety of functional moieties on the calixarene scaf fold.