Reaktionen polyhalogenierter Cyclobutene mit Trimethylphosphit /Reactions of Polyhalogenated Cyclobutenes with Trimethylphosphite

Abstract

Abstract Structure and reactive behaviour of polyhalogenated cyclobutenes towards trimethyl phosphite are studied in detail. Stable phosphoranes RP(F)(OCH 3 ) 3 as intermediates of Arbuzov-type reactions are obtained. Controlled decomposition of phosphoranes leads to highly reactive cyclobutenyl substituted phosphonic acid esters RP(O)(OCH 3 ) 2 . Substitution reactions at aliphatic and vinylic positions of RP(O)(OCH 3 ) 2 are observed. Biphosphonic acid esters R[P(O)(OCH 3 ) 2 ] 2 are synthesized. Some routes to perhalogenated cyclobutenes are described. NMR and MS data for the hitherto unknown cyclobutenyl-substituted organophosphorus compounds are given.