ChemInform Abstract: PIASELENOL‐PIASELENOLIUM PENTAIODIDE (C6H4N2SE.C6H5N2SE+ I3‐.I2), A STRUCTURE WITH POLYIODIDE LAYERS

Gieren, Alfred; Huebner, T.; Lamm, V.; Neidlein, R.; Droste, D.

doi:10.1002/chin.198537046

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“…As regards the structural features of the annulated 1,2,5‐thiadiazole rings in both (S 2 A 2 )PzH 2 and (SA 3 )PzH 2 , they closely resemble those of other molecules containing the 1,2,5‐thiadiazole heterocycle (e.g. 2,1,3‐benzothiadiazole)32 and provide evidence that they keep the 6 π‐electron aromatic system considerably isolated. For the cis species (S 2 A 2 )PzH 2, comparison of the bond lengths for the 1,2,5‐thiadiazole ring annulated to the pyrrole and pyrrolenine rings definitely indicates shorter values for the S‐containing ring in combination with the pyrrolenine ring.…”

Section: Resultsmentioning

confidence: 62%

Synthesis, X‐ray Crystal Structure, UV/Visible Linear and Nonlinear (Optical Limiting) Spectral Properties of Symmetrical and Unsymmetrical Porphyrazines with Annulated 1,2,5‐Thiadiazole and 1,4‐Diamyloxybenzene Moieties

Donzello

Ercolani

Gaberkorn

et al. 2003

Chemistry A European J

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Co-cyclization of 1,2,5-thiadiazole-3,4-dicarbonitrile and 3,6-diamyloxyphthalodinitrile in the presence of magnesium or lithium amylate in amyl alcohol leads to mixtures containing the Mg derivatives of the symmetrical species tetrakis(1,2,5-thiadiazolo)porphyrazine, (S(4))PzH(2), and tetrakis(1,4-diamyloxybenzo)porphyrazine, (A(4))PzH(2), and the low-symmetry macrocycles bearing peripheral 1,2,5-thiadiazole and 1,4-diamyloxybenzene rings in the ratio 1:3, 2:2 (cis and trans), and 3:1, that is, (SA(3))PzH(2), (S(2)A(2))PzH(2), (SASA)PzH(2), and (S(3)A)PzH(2), respectively. The basic Mg materials were converted to the corresponding free-base macrocycles by treatment with CF(3)COOH. The species were separated from the mixtures by chromatography, either as Mg complexes or demetalated materials. With results on (S(4))PzH(2) and (SA(3))PzH(2) in hand, including crystallographic work on the latter, a general chemical physical investigation has been carried out of all the symmetrical and unsymmetrical free-base macrocycles. The structures of the species (S(2)A(2))PzH(2) and (A(4))PzH(2). were elucidated by single-crystal X-ray crystallography. The effect of the progressive variation of the macrocyclic structure along the series, from the symmetrical (S(4))PzH(2) to its symmetrical partner (A(4))PzH(2) via the low-symmetry 3:1, 2:2 (cis and trans), and 1:3 macrocycles, was studied by IR, (1)H NMR, and UV/Vis linear and nonlinear (optical limiting) measurements. The results are interpreted on the basis of intra- and intermolecular interactions between the electron-deficient 1,2,5-thiadiazole and the electron-donating 1,4-diamyloxybenzene moieties.

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Section: Resultsmentioning

confidence: 62%

Synthesis, X‐ray Crystal Structure, UV/Visible Linear and Nonlinear (Optical Limiting) Spectral Properties of Symmetrical and Unsymmetrical Porphyrazines with Annulated 1,2,5‐Thiadiazole and 1,4‐Diamyloxybenzene Moieties

Donzello

Ercolani

Gaberkorn

et al. 2003

Chemistry A European J

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ChemInform Abstract: PIASELENOL‐PIASELENOLIUM PENTAIODIDE (C6H4N2SE.C6H5N2SE+ I3‐.I2), A STRUCTURE WITH POLYIODIDE LAYERS

Abstract: Piaselenolium ‐ Pentaiodid (C6H4N2Se‐ C6H5N;Se+ I3′ J2), eine Struktur mit Polyiodidschichten.

Cited by 1 publication

References 1 publication

Synthesis, X‐ray Crystal Structure, UV/Visible Linear and Nonlinear (Optical Limiting) Spectral Properties of Symmetrical and Unsymmetrical Porphyrazines with Annulated 1,2,5‐Thiadiazole and 1,4‐Diamyloxybenzene Moieties

Synthesis, X‐ray Crystal Structure, UV/Visible Linear and Nonlinear (Optical Limiting) Spectral Properties of Symmetrical and Unsymmetrical Porphyrazines with Annulated 1,2,5‐Thiadiazole and 1,4‐Diamyloxybenzene Moieties

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