70288-00-5Relevant academic research and scientific papers
Pseudooxocarbon Anions of Semideltic Acid
Landau, Andreas,Seitz, Gunther
, p. 665 - 669 (2007/10/02)
Novel pseudooxocarbon anions of semideltic acid (2) can easily be obtained by stepwise substitution of the dimethylamino groups of the cyclopropenium perchlorate 8.Treatment of 8 with cyanamide or malononitrile in the presence of triethylamine leads to the triafulvenes 9 and 13.Two cyanoimino groups are successfully introduced into the cyclopropenylium system by treating 9 with excess cyanamide/potassium ethoxide.Under the same conditions malononitrile reacts with 13 to yield the potassium salts 14 and 17.The thioamide 26 of semideltic acid is obtained by treating the triphenylphosphonium salt 24 with H2S/pyridine and subsequent hydrolysis of the intermediate 25.With the anions of cyanamide or malononitrile ring-opening reaction of the cyclopropenylium system of 24 occurs to yield the push-pull phosphonium salts 28 and 29.
