119072-31-0Relevant academic research and scientific papers
2,6-Dicyanobarbaralanes Through Phase Trasfer Catalyzed Halogenation/Dehydrohalogenation of Bicyclonona-2,6-diene-2,6-dicarbonitrile
Quast, Helmut,Mayer, Andreas
, p. 515 - 518 (2007/10/02)
Treatment of bicyclonona-2,6-diene-2,6-dicarbonitrile (1) with sodium methoxide in methan-ol or with alkali deuteroxide in deuterium oxide under the conditions of phase transfer catalysis leads to an exchange of the γ-protons for deuterium atoms producing -1.This is converted into the barbaralanedicarbonitrile -3 by known methods.The carbanion generated from 1 by alkali hydroxide under the conditions of phase transfer catalysis is chlorinated by hexachloroethane.Ringforming dehydrochlorination of the intermediate chlorinated dinitriles (presumably 2b and 4b) under the same reaction conditions yields predominantly 3 (76percent) accompanied by small amounts of the 4-chlorobarbaralanedicarbonitrile 5b (11percent), which are separated by chromatography.
