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'5 Triazenes' in keywords Facet   section ZfN Section B  [X]
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1983 (1)
1979 (1)
1Author    Hans-Ulrich Höfs, Rüdiger Mews, Mathias Noltemeyer, GeorgeM. Sheldrick, Martin Schmidt, Gerald Henkel, Bernt KrebsRequires cookie*
 Title    Reactions of Fluorinated Nitriles with Sulphur(II) Chlorides; Crystal Structure of 2,4,6-Tris(difluorosulphoximido)-l,3,5-triazene at 170 K  
 Abstract    The addition of CF3SC1 (2) to the fluorinated nitriles RfCN[Rf = CF3 (3), NSF2 (4), NSOF2 (5)] leads to N-perfluoromethanesulphenyl-formylimidoylchlorides CF3S-N = C(C1)/?/ (6, 11, 12). From the reactions of SC12 (1) with (3) and (5), which yielded the N-sulphenyl-chlorides C1S-N = C(C1)-R/ (7, 13), it proved possible also to isolate the oxidation product [CF3CC12NSC12 (8)] and an oligomer of the nitrile [(NCNSOF2)3 (14)]. Dechlorination of 7 with Hg gives the corresponding di-and tri-sulphides (CF3C(Cl) = N-)2Sa; (9, 10, x — 2, 3). Crystals of (14) are triclinic with a = 1133.6(5), b = 1332.6(5), c = 1715.1(8) pm, a = 109.31(3), ß = 105.30(3), y = 97.84(3)° at 170 K, Z = 8, space group P I. The structure was refined to R = 0.028 for 8290 diffractometer data with F > 4cr(F). The four crystallo-graphically independent molecules adopt similar unsymmetrical conformations. N-Sulphenylacetimidoyl halides of the type RC(X)=N-S-Y are important in preparative chem-istry for several reasons: (a) When Y is a halogen, it may be readily exchanged, leading to a chemistry analogous to that of the perhaloalkylsulfenylhalides RhaiSCl [1, 2]. Examples of such substitution reac-tions have already been reported [2, 3], (b) When the substituent X on the triply-coordinated carbon is a halogen, the -M effect of the imino-nitrogen facilitates nucleophilic attack. Hard nucleophiles (fluoride, alcohols, amines) tend to replace X [4], soft nucleophiles the sulphur-substituent Y. (c) The >C=N-S-system may be regarded as a shortened diene, in which the second double bond is replaced by the oxidisable sulphur atom; instead of the usual 1,4-addition this results in 1,3-addition with simul-taneous oxidation of the sulphur [5]. One of the simplest examples of this class of com-pounds , chlorosulphenylchloroformylimidoylchloride may be prepared in several ways; the synthesis [6] from C1CN and SC12 opens a general route to the N-sulphenylimidoyl derivatives [4, 7-9]: C1CN + SC12 C1S-N=CC12 1 RCN + R'SCl -> R'S-N=CC1R 2 * Reprint requests to Prof. R. Mews. 0340-5087/83/0400-0454/$ 01.00/0 We report here an investigation of the corresponding addition of CF3SCI and SC12 to the fluorinated nitriles N = C-CF3, N = C-NSF2 and N = C-NSOF2. Experimental 
  Reference    Z. Naturforsch. 38b, 454—459 (1983); eingegangen am 8. November 1982 
  Published    1983 
  Keywords    Crystal Structure, Perfluoromethanesulphenylformylimidoylchlorides, N-Sulphenylchlorides, 1, 3, 5 -Triazenes 
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 TEI-XML for    default:Reihe_B/38/ZNB-1983-38b-0454.pdf 
 Identifier    ZNB-1983-38b-0454 
 Volume    38 
2Author    Herbert Binder, Jürgen PalmtagRequires cookie*
 Title    Synthesen und Reaktionen von 4-Bora-2.6-diphospha-1.3.5-triazenen Cyclische Borbetaine Synthesis and Reactions of 4-Bora-2,6-diphospha-l,3,5-triazenes Cyclic Boron Betaines  
 Abstract    By substitution of chlorine in the title compound 2,2,4,4,6,6-hexachloro-3,5-dimethyl-4-bora-2,6-diphospha-l,3,5-triazene (1) new members of this class of compounds are synthesized. In most cases reaction starts first on the boron site. The ring reactivity can be accounted for in terms of the charge distribution in the heterocycle 1. In 1 the coupling 2 J(31 P-N-n B) could be detected for the first time. A mechanism for the ring formation is discussed. 
  Reference    Z. Naturforsch. 34b, 179—187 (1979); eingegangen am 15. Juni/4. Oktober 1978 
  Published    1979 
  Keywords    Ring Reactivity, Substitution Reactions, 4-Bora-2, 6-diphospha-l, 3, 5-triazenes 
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 TEI-XML for    default:Reihe_B/34/ZNB-1979-34b-0179.pdf 
 Identifier    ZNB-1979-34b-0179 
 Volume    34