Reaction features of 2,3,4-trichloro-1-butene with phosphoric and nitrogen nucleophiles
摘要:
Reaction of 2,3,4-trichloro-1-butene with phosphoric and nitrogen nucleophiles was carried out. In the reaction with allyldiphenylphosphine 1,4-bis-(allyldiphenylphosphoniochlorido)-1,3-butadiene was obtained, with tributylphosphine, allyldimethylamine and trimethylamine respective 1,4-bis-onium salts with 2-chloro-2-butenylene group. Reaction with trimethylamine proceeded with formation of monoammonium salt with 3,4-dichloro-2-butenyl group. It is noteworthy that 1,4-splitting of 1,4-bis-(trimethylammoniochlorido)-2-butene at the action of sodium methoxide occurs with involvement of the less labile hydrogen atom.
α,β- and β,γ-unsaturated phosphonium salts in reactions with halogenating agents
作者:M. Zh. Ovakimyan、A. S. Pogosyan、M. L. Movsisyan、M. G. Indzhikyan、R. A. Tamazyan、A. G. Aivazyan
DOI:10.1134/s1070363210110046
日期:2010.11
Reaction of 1,4-bisphosphonium salts containing common buta-1,3-dienylene group with the halogenating agenst such as halogens and copper halides is studied. It was found than in all the cases instead of the expected products of the 1,2-or 1,4-addition to the above-mentioned salts the adducts with complex anions were formed quantitatively. According to the X-ray studies of bis(tributylphosphonio)buta-1,3-dienotribromocuprate the positive charge on phosphorus is compensated with the complex [Cu2Br6](2-) anion.
Synthesis of a New Class of 1,4-Disubstituted Butadienes: Preparation of 1,4-Bis[phosphonio]-1,3-butadiene Salts