Funktionelle Trimethylphosphanderivate, XVII [1] Methyl-bis(dimethylphosphinomethyl)phosphan, (Me2PCH2)2PMe / Functional Derivatives of Trimethylphosphane, XVII [1] Methyl-bis(dimethylphosphinomethyl)phosphane, (Me2PCH2)2PMe

Abstract

(Me2PCH2)2PMe (3) is obtained from MePCl2 (2a) or MeP(OPh)2 (2b) and LiCH2PMe2 (1). The oxides [Me2P(O)CH2]2PMe (4) and [Me2P(O)CH2]2P(O)Me (5), are formed on the reaction with air. Quaternisation with Mel gives the salts [(Me3PCH2)2PMe]I2 (6) and [(Me3PCH2)2PMe2]I3 (12). For comparison, also the isoelectronic (Me3SiCH2)2PMe (7), and (Me3SiCH2)2PtBu (8), are synthesized and transformed to their methylphosphonium salts 10 and 11. With CH2Br2, 3 forms the six-membered heterocycle [MeP(CH2PMe2)2CH2]Br2 (13a), which could not be isolated in a pure state, however. 3 may be metalated by LiBu: Li[Me2PCHP(Me)CH2PMe2] (15), is obtained, but a second metalation step could not be observed. The hydrolysis of 12 under unusual mild conditions (H2O or H2O/CH3OH) gives [Me2P(O)CH2PMe3]I (16), and [Me4P]I (17), as main products. Properties and NMR data of the new compounds are described.