New P-S-N containing ring systems. Reaction of 2,4-(naphthalene-1,8-diyl)-1,3,2,4-dithiadiphosphetane 2,4-disulfide and its 4-methoxy-naphthalene derivative with hexamethyldisilazane

P Kilián, J Marek, R Marek, J Touín, O Humpa, J Novosad, John Derek Woollins

Research output: Contribution to journalArticlepeer-review

Abstract

Reaction of 2,4-(naphthalene-1,8-diyl)-1,3,2,4-dithiadiphosphetane 2,4-disulfide 1 with hexamethyldisilazane (hmds) in acetonitrile gave the N,N'-bis(trimethylsilyl)acetamidinium salt of the [(C10H6)P(S)(NHSiMe3)SP(S)(2)](-) anion 2, a product of P,S, ring cleavage, together with the new thiazaphosphetidine (C10H6)P(S)SN(SiMe3)P(S) 3. Analogous (methoxy derived) products to 2 (2a, 2b) and 3 (3a) were obtained when 2,4-(4-methoxynaphthalene-1,8-diyl)-1,3,2,4-dithiadiphosphetane 2,4-disulfide 1a was used instead of 1. When the reaction of 1 with hmds was performed in dichloromethane a mixture of the products was obtained, from which the hexamethyldisilazan-2-ium salt of the anion of identical structure to that in 2 has been isolated. No reaction occurred when a solventless system was used. The new compounds were studied spectroscopically (one-and two-dimensional NMR, IR spectroscopy) and by X-ray crystallography (3, 3a and 4).

Original languageEnglish
Pages (from-to)1175-1180
Number of pages6
JournalJournal of the Chemical Society, Dalton Transactions
Issue number7
DOIs
Publication statusPublished - 7 Apr 1998

Keywords

  • X-RAY STRUCTURE
  • NMR

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