Phenyl plumbyl

Methyl trimethylsilyl tellurium and phenyl trimethylsilyl tellurium exchanged the organyltelluro group for halogen in reactions with silyl, germyl, stannyl and plumbyl halides2. 

The use of heavy metal reagents in the olefination of carbonyl compounds is in its infancy. However. Kauffmann and co-workers have shown that the phenyl-thio(triphenyl-stannyl or -plumbyl)methyl-lithiums (170) react with benz-aldehyde to give mixtures of threo- (171) and erythro- adducts (173). After the isomers are separated, each is capable of being converted into the ( )- or (Z)-p-phenylthiostyrene, (172) or (174), respectively, stereospecifically, as shown in Scheme 23. 

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