Synthesis of 3-stannyl and 3-silyl propargyl phosphanes and the formation of a phosphinoallene†
Abstract
The group 14 chloropropargyls R3EC![[triple bond, length as m-dash]](https://www.rsc.org/images/entities/char_e002.gif)
CCH2Cl (R3E = nBu3Sn, Ph3Sn, Me2PhSi, iPr3Si, nPr3Si, nBu3Si), obtained by a modified literature procedure, react with LiPPh2 to afford the novel propargyl phosphanes Ph2PCH2CCER3 in high yield, as viscous oils; (Me3Si)2PCH2CCSiPhMe2 is similarly obtained from LiP(SiMe3)2. In contrast, the reaction of PhCCCH2MgCl with ClP(NEt2)2 fails to produce a comparable propargyl phosphane, but generates preferentially (>70%) the novel phosphinoallene (Et2N)2PC(Ph)![[double bond, length as m-dash]](https://www.rsc.org/images/entities/char_e001.gif)
CCH2, which is characterised spectroscopically, and through its reaction with HCl. The coordination chemistry of representative phosphanes is explored with respect to platinum and palladium for the first time.
- This article is part of the themed collection: Phosphorus Chemistry: Discoveries and Advances
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