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Phase-transfer Reactions Catalyzed by Phosphoric Triamides Containing Hydrophobic Groups

1979; Oxford University Press; Volume: 52; Issue: 6 Linguagem: Inglês

10.1246/bcsj.52.1653

1348-0634

Masao Tomoi, Takashi Hasegawa, Manabu Ikeda, Hiroshi Kakiuchi,

Chemical Synthesis and Characterization

Abstract Aqueous organic two-phase reactions (halogen exchange, cyanation, and borohydride reduction) have been catalyzed by phosphoric triamides containing hydrophobic groups. The phosphoric triamides, which have a high cation binding ability, exibited high catalytic activity for the two-phase reactions. The catalytic activity of N-alkylteramethylphosphoric triamides (1) was higher than that of the corresponding pentamethyl derivatives and the difference has been explained in terms of the contribution of the dimeric species of 1 and/or hydrogen bonding between the NH of 1 and the anionic moieties of inorganic reagents.