Synthesis of Cl2- to Cl4-diphenylsulfides and Cl1- to Cl3-dibenzothiophenes
The synthesis of eleven environmentally relevant mono-, di- and trichlorodibenzothiophenes (2) by photochemical ring-closure of polychlorodiphenylsulfides (1) is described. All monochlorodibenzothiophenes were additionally synthesized starting with a chlorothiophenol in a three-step reaction adapted from the synthesis of methyldibenzothiophenes.
Sielex, Klaus,Andersson, Jan T.
p. 3529 - 3539
(2007/10/03)
Reactions of Aryldiazonium Salts and Alkyl Arylazo Ethers. VIII General Acid Catalysis of the Ionization of Alkyl (E)-Arylazo Ethers in Alcoholic Solvents
Further studies of the general acid-catalysed ionization of alkyl (E)-arylazo ethers in alcoholic solvents have been carried out.The magnitude of catalysis and the degree of proton transfer as a function of the substituent on the aromatic ring, the alkoxide ion nucleofuge, the solvent and the ionic strength have been studied.The results are consistent with a mechanism for the acid-catalysed ionization of alkyl (E)-arylazo ethers in which proton transfer and N-O bond breaking are concerted. 1H and 13C n.m.r. data for a number of alkyl p-nitrophenylazo ethers are reported.
Broxton, Trevor J.,Stray, Andrew C.
p. 961 - 972
(2007/10/02)
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