63481-05-0Relevant articles and documents
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Alange,G.G. et al.
, p. 1192 - 1194 (1979)
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4-Phenyl-1,2,3,5-dithiadiazolyl: a Novel Coupling Reagent for the Formation of E-E Bonds (E = C, P, Si)
Adamson, Neil,Banister, Arthur J.,Gorrell, Ian B.,Luke, Anthony W.,Rawson, Jaremy M.
, p. 919 - 921 (1993)
>2 reacts under mild conditions with molecules containing bonds of the types P-Cl (Ph2PCl and PhPCl2), Si-Br (Me3SiBr) and activated C-Cl or C-Br (ortho-chloranil or MeCOBr) with the formation of >X (X = Cl or Br) and the corresponding E-E (E = P, Si or C) bonded compounds; the application of dithiadiazolyl radicals as coupling reagents is discussed in the context of the strength of the E-Hal bond.
The preparation of 1,2,3,5-dithiadiazolium chlorides from the reaction of nitrile sulphides with thiazyl chloride
Bridson, John N.,Copp, Steven B.,Schriver, Melbourne J.,Zhu, Shuguang,Zaworotko, Michael J.
, p. 1143 - 1153 (2007/10/02)
Adamantyl-1,3,4-oxathiazol-2-one has been prepared for the first time and from it 1-adamantyl nitrile sulphide has been generated.Characterisation data are presented, including the X-Ray crystal structure of the oxathiazolone. (Crystal data for C12H15NO2S: monoclinic, space group P21/c, a = 11.334(2) Angstroem, b = 7.344(1) Angstroem, c = 14.373(2) Angstroem, β = 107.74(1) deg, V = 1139.5(3) Angstroem3, Z = 4, R = 0.042).The planar heterocyclic ring is similar to structures observed in the gas phase for other oxathiazolone derivatives.The nitrile sulphide was reacted with dimethyl-acetylene dicarboxylate in situ to give an isothiazole derivative.The X-Ray crystal structure of 3-adamantyl-4,5-bis(methoxycarbonyl)-isothiazole has been obtained. (Crystal data for C17H21NO4S: monocyclic, space group P21/n, a = 7.305(4) Angstroem, b = 7.339(4) Angstroem, c = 31.552(4) Angstroem, β = 92.75(3) deg, V = 1690(1) Angstroem3, Z = 4, R = 0.079).A general cycloaddition reaction was discovered between the nitrile sulphides and thiazyl chloride to give 1,2,3,5-dithiadiazolium chlorides.The structure of the new 4-adamantyl-1,2,3,5-dithiadiazolium chloride was confirmed by reduction to the 4-adamantyl-1,2,3,5-dithiadiazolyl for which the X-Ray crystal structure has been determined. (Crystal data for C11H15N2S2: monoclinic, space group C2, a = 10.284(4) Angstroem, b = 8.651(2) Angstroem, c = 13.669(2) Angstroem, β = 112.83(1) deg, V = 1120.9(4) Angstroem3, Z = 4, R = 0.042).The radical adopts a twisted dimer structure in the solid state which is similar to the structures observed for other alkyl derivatives.
Dithiatetrazocines and Dithiadiazolium Salts
Amin, Mehul,Rees, Charles W.
, p. 1137 - 1138 (2007/10/02)
Benzamidine and sulphur dichloride give the dithiadiazolium salt (2) as well as dithiatetrazocine (1), though better syntheses for both are reported; the first heterocyclic (7) and unsymmetrical (10) derivatives of dithiatetrazocine are described, and one dimethylamino substituent, in (10), is shown to be sufficient to destroy the planarity of the dithiatetrazocine ring.