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Abstract
Dithio and Thiono Esters, 59. – Reactions of Aliphatic Dithio Acid Dianions with Carbon DisulfideDianions 2 of dithioacids 1 and carbon disulfide yield in a kinetically controlled reaction at – 78°C S‐adducts (e.g. 3, 13) or in a thermodynamically controlled reaction at room temperatur C‐adducts [the tetrahthiomalonic acid trianions 10 or the 2,2‐dimethyltetrathiomalonic acid dianion 15]. Acidification of 10 and subsequent reactions give rise to the tetrathiomalonic acids 18 and its derivatives 19 with 2,6,9,10‐tetrathiaadamantane structure. Deprotonation of 10a leads to the tetrathiomalonic acid tetraanion (20) which may be alkylated to yield the tetrakis(alkylthio)allenes 21. By condensation of the dithioacid dianions 2, the tetrathiomalonic acid trianions 10 and the tetrathiomalonic acid tetraanion (20) with 2,3‐dichloro‐1,4‐naphthoquinone (32) a number of naphtho[2,3‐d]‐1,3‐dithiole‐4,9‐diones [e.g. 33, 35, 37] are obtained.
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