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Ylide
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===Dehydrocoupling with silanes=== In the presence of the [[group 3 element|group 3]] [[homoleptic]] [[catalyst]] Y[N(SiMe<sub>3</sub>)<sub>2</sub>]<sub>3</sub>, triphenylphosphonium methylide can be coupled with [[phenylsilane]].<ref>{{cite journal |first1=Adi E. |last1=Nako |first2=Andrew J. P. |last2=White |first3=Mark R. |last3=Crimmin |title=A metal–amide dependent, catalytic C–H functionalisation of triphenylphosphonium methylide |journal=[[Chemical Science]] | year=2013 | volume=4 |issue=2 |pages=691–695 | doi=10.1039/C2SC21123H|hdl=10044/1/15254 |url=http://spiral.imperial.ac.uk/bitstream/10044/1/15254/2/Chemical%20Science_4_2_2013.pdf |hdl-access=free }}</ref> This reaction produces H<sub>2</sub> gas as a byproduct, and forms a silyl-stabilised ylide. :[[Image:ChemSci TOC.png|400px|Yttrium catalysed dehydrocoupling of triphenylphosphonium methylide and phenylsilane]]
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