PHOSPHORUS-CONTAINING N-METHYLENEAMINE TYPE COMPOUNDS - SYNTHESIS, STRUCTURE, AND REACTIVITY

GALLIOT C, CAMINADE AM, DAHAN F, MAJORAL JP, Schoeller W (1994)
INORGANIC CHEMISTRY 33(26): 6351-6356.

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Abstract
Addition of paraformaldehyde to phosphonodihydrazides PhP(X)(NCH3NH2)(2), 1a (X = S) or 1b (X = O), led to 1,2,4,5,3-perhydrotetrazaphosphorines 4a or 4b and then to stable phosphonodihydrazones PhP(X)(N(CH3)N=CH2)(2), 6a (X = S) or 6b (X = O). Similarly, addition of paraformaldehyde to the hexahydrazino cyclotriphosphazene N3P3(NCH3NH2)(6) afforded a tris(1,2,4,5,3-perhydrotetrazaphosphorine 12, which in turn is transformed to the stable hexakis(N-methyleneamine)cyclotriphosphazine 13 by addition of paraformaldehyde. The crystal and molecular structure of 13 was examined by single crystal X-ray diffraction. Treatment of 6a or 6b with the phosphanylium ion (iPr(2)N)(2)P+CF3SO3-, 15, gave a mixture of bicyclic phosphonium salts 17 and 18 or 19 and 20 respectively. A pyridinium salt 21 was prepared by reacting 6a with trifluoro acetic anhydride in the presence of pyridine. Interaction of the borenium salt (C5H9)(2)B+CF3SO3-, 22, with 6a led to the salt 23 [6a.2B(C5H9)(2).CF3SO3].
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GALLIOT C, CAMINADE AM, DAHAN F, MAJORAL JP, Schoeller W. PHOSPHORUS-CONTAINING N-METHYLENEAMINE TYPE COMPOUNDS - SYNTHESIS, STRUCTURE, AND REACTIVITY. INORGANIC CHEMISTRY. 1994;33(26):6351-6356.
GALLIOT, C., CAMINADE, A. M., DAHAN, F., MAJORAL, J. P., & Schoeller, W. (1994). PHOSPHORUS-CONTAINING N-METHYLENEAMINE TYPE COMPOUNDS - SYNTHESIS, STRUCTURE, AND REACTIVITY. INORGANIC CHEMISTRY, 33(26), 6351-6356.
GALLIOT, C., CAMINADE, A. M., DAHAN, F., MAJORAL, J. P., and Schoeller, W. (1994). PHOSPHORUS-CONTAINING N-METHYLENEAMINE TYPE COMPOUNDS - SYNTHESIS, STRUCTURE, AND REACTIVITY. INORGANIC CHEMISTRY 33, 6351-6356.
GALLIOT, C., et al., 1994. PHOSPHORUS-CONTAINING N-METHYLENEAMINE TYPE COMPOUNDS - SYNTHESIS, STRUCTURE, AND REACTIVITY. INORGANIC CHEMISTRY, 33(26), p 6351-6356.
C. GALLIOT, et al., “PHOSPHORUS-CONTAINING N-METHYLENEAMINE TYPE COMPOUNDS - SYNTHESIS, STRUCTURE, AND REACTIVITY”, INORGANIC CHEMISTRY, vol. 33, 1994, pp. 6351-6356.
GALLIOT, C., CAMINADE, A.M., DAHAN, F., MAJORAL, J.P., Schoeller, W.: PHOSPHORUS-CONTAINING N-METHYLENEAMINE TYPE COMPOUNDS - SYNTHESIS, STRUCTURE, AND REACTIVITY. INORGANIC CHEMISTRY. 33, 6351-6356 (1994).
GALLIOT, C, CAMINADE, AM, DAHAN, F, MAJORAL, JP, and Schoeller, Wolfgang. “PHOSPHORUS-CONTAINING N-METHYLENEAMINE TYPE COMPOUNDS - SYNTHESIS, STRUCTURE, AND REACTIVITY”. INORGANIC CHEMISTRY 33.26 (1994): 6351-6356.
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