Phosphonium salts with a 4-bromo-3-chlorobut-2-enyl or a 3-chlorobuta-1,3-dienyl group react with phenylhydrazine to give phenylhydrazones of corresponding 4-phospohonio-substituted 2-chloro-2butenals. Reactions of phosphonium salts containing a 4-bromo-3-chlorobut-2-enyl group with a series of binucleophiles were studied. Under the action of urea, 1,4-dehydrobromination takes place to form a salt with a conjugated diene group, which undergoes partial 3,433,4-cyclization under the reaction conditions. Nucleophilic substitution reactions of [o-(bromomethyl)benzyl]triphenylphosphonium bromide with binucleophiles were also carried out.
Ammonium and phosphonium halides when heated with excess dimethyl or diethyl phosphite can undergo anion exchange as a result of alkylation of halide ions with dialkyl phosphites. Experimental data were obtained, that cast some doubt in the commonly accepted opinion that reactions of tertiary amines and phosphines with dihalides in apolar media result in exclusive formation of monosalts.
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