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Original Articles

P-functional phosphaalkenes with C-isopropyldimethylsilyl groups, and a sterically stabilized P-cyano phosphaalkene

, , , , &
Pages 430-437 | Received 22 Jul 2015, Accepted 31 Aug 2015, Published online: 17 Mar 2016
 

GRAPHICAL ABSTRACT

ABSTRACT

The dehydrochlorination of the dichlorophosphane (iPrMe2Si)2C(H)PCl2 (2) with 1,4-diazabicyclo[2.2.2]octane (DBO) provides the P-chlorophosphaalkene (iPrMe2Si)2C=PCl (3). Halide exchange reactions of 3 with AgBF4, with Me3SiBr, and with Me3SiI lead to the P-halogenophosphaalkenes (iPrMe2Si)2C=PX (X = F: 4; X = Br: 5; X = I: 6). From the reaction of 3 with AgCN, the sterically stabilized P-cyanophosphaalkene (iPrMe2Si)2C=P-CN (7) was isolated. The structures of the related P-fluorenylphosphaalkene 9 (from 3 with fluorenyllithium) and of the P-selenophosphaalkenes (iPrMe2Si)2C = PSe(2,4,6-tBu3C6H2) (10) and [(iPrMe2Si)2C=P]2Se (11) were determined by X-ray crystallography.

Acknowledgments

We thank Ms. D. Döring and Dr. U. Papke (mass spectrometry) and Professor L. Ernst (NMR spectroscopy) for support.

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