Browsing by Author "Tadessm, Tsegaye"

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    Synthesis Stereochemistry and Dynamic BehaVioI' of Some ThioacrylamideS'
    (Addis Ababa Universty, 1984-06) Tadessm, Tsegaye; Kleinpeter, E. (PhD)
    The reaction of W,N-Dimethylamides with the dimer of p-methoxyphenyl thionophosphine sulfide (Lawesson,' s reagent) gives N,N-Dimethylthioamides. BY treating these disubsti ... tuted thioamides with (i) the Vilsmeir -'Haack Arnold complex (formamide chloride) and (ii) Bis-(dimethylamino)tert- butoxy methane, mode1compounds (Me2N-CHPO(R)~~-NR2) ",ere synthesized. Substitution reactions \'1ere also carried: out using these model compounds (3-aminothioacrylamides) or their imi.nium salts with a primary amine (p-anisidine) to: synthesize the corresponding 3-anisidinothioacrylamides. The reactions were successful and yields \~ere nearly quantitative. The dynamic behaviour and the groUQdstate stereochemistry of these model compounds have been studied. Based on 1H_NMR study and LIS investigation, rotational barriers as well as' the preferred conformation of some of these model compounds have been determined from the proposed three dimensiona:t geometries