New P-S-N containing ring systems. Reaction of 2,4-(naphthalene-1,8-diyl)-1,3,2,4-dithiadiphosphetane-2,4-disulfide with N, N-bis(trimethylsilyl)methylamine.

Petr Kilián, Jaromír Marek, Radek Marek, Jaromír Tousek, Otakar Humpa, Alexandra Martha Zoya Slawin, Jirí Touzín, Josef Novosad, John Derek Woollins

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12 Citations (Scopus)

Abstract

From the reaction of 2,4-(naphthalene-1,8-diyl)-1,3,2,4-dithiadiphosphetane 2,4-disulfide 1 with methylbis(trimethylsilyl)amine 2 in dichloromethane a product of the P2S2 ring cleavage, (C10H6)P(S)(SSiMe3)(mu-S)P(S)(NMeSiMe3) 3, was isolated, existing in an equilibrium between two diastereomeric forms in solution. Compound 3 was also obtained when toluene was used as a solvent. Its subsequent reaction with pyridine (py) led to the desilylated ionic product [Hpy(+)][(C10H6)P(S)(NHMe)(mu-S)PS2-] 4, which reacts with tetraphenylphosphonium chloride to give [PPh4+][(C10H6)P(S)(NHMe)(mu-S)PS2-] 5. When acetonitrile was used as a solvent a cage compound 2,6-(naphthalene-1,8-diyl)-3,4-dimethyl-1,3,5,2 lambda(5),6 lambda(5)-thiadiazadiphosphinine 2,6-disulfide 6 containing a six-membered CN2P2S heterocycle was obtained. The new compounds were studied spectroscopically (1- and 2-D high resolution NMR, IR, MS) and in the cases of 3, 5 and 6 by X-ray crystallography.

Original languageEnglish
Pages (from-to)2231-2236
Number of pages6
JournalJournal of the Chemical Society, Dalton Transactions
Issue number13
DOIs
Publication statusPublished - 7 Jul 1999

Keywords

  • NMR-SPECTROSCOPY
  • NAPHTHALENEDITHIADIPHOSPHETANEDISULPHIDE

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