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Digitale Medien

Isoquinolinium N-Arylimides and Some Cycloadditions to Heterocumulenes (1998)

Bast, Klaus ; Behrens, Matthias ; Durst, Toni ; [weitere]

Weinheim : Wiley-Blackwell

Liebigs Annalen 1998 (1998), S. 379-385

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Details

ISSN: 1434-193X

Schlagwort(e): Isoquinolinium N-arylimides ; Azomethine imines ; Cycloadditions ; Heterocycles ; 1,3-Dipoles ; Chemistry ; General Chemistry

Quelle: Wiley InterScience Backfile Collection 1832-2000

Thema: Chemie und Pharmazie

Notizen: The red isoquinolinium N-arylimides 19-23 are azomethine imines of which the C=N bond is part of an aromatic ring. The N-(4-nitrophenyl)imide 22 and the N-(2-pyridyl)imide 23 were obtained crystalline; in solution the latter equilibrates with the hexahydrotetrazine 24 as its dimer. The N-phenylimide 19 is not stable; an isolated solid appears to be a tetramer. Generated by deprotonation of 11-13, the N-arylimides 19-21 undergo in situ cycloadditions to carbon disulfide, phenyl isocyanate, phenyl isothiocyanate, and diphenylketene. The storable CS2 adduct 29 offers a neutral source of theN-phenylimide 19, since a cycloreversion equilibrium is established in solution.

Materialart: Digitale Medien

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