Organoleads reactions with

Cycloaddition reactions are used to prepare organolead compounds with functionalized substituents. (Triphenylplumbyl)pyrazole, 95, can be prepared from triorganoplumbylalkynes by 1,3-dipolar cycloadditions with diazomethane196 ... 

Finely-divided lead metal is also reactive with alkyl halides and other alkyl esters to form R4Pb 161.240), The reaction of lead metal with ethyl iodide was reported by Cahours 62,63) to give an organolead product, at about the same time as Lowig published his papers. The reaction with ethyl chloride has been considered as a way of utilizing the by-product lead metal from the NaPb-C2H5Cl reaction, but it has not been commercialized because it requires an iodine catalyst and because two thirds of the lead metal is converted to lead(II) chloride, according to ... 

Organolead derivatives prepared in recent years by one or more of the above reactions are the azides 208>, cyanides 123>, fulminates 45>, arsinates 171), sulfides 104>, alkoxides 242>, peroxides 263>, amines 231>, and phosphines, arsines, and stibines 280-281) The alkoxide 105>, hydride 231> and amine 231> derivatives of organolead undergo reaction with various unsaturated organic compounds to form novel organolead compounds, many of which are not synthesizable by other methods. 

Metal-catalyzed reactions constitute the second major type of reactions in which organolead compounds act as major partners of the reacting systems. The study of these reactions has considerably increased since COMC (1995) review and they can be divided in two subtypes reactions in which the organolead reactant acts as a stoichiometric partner and reactions in which the organolead is only a catalytic species. In this section, only the reactions with stoichiometric organolead will be reviewed, and these reactions are catalyzed by copper, palladium or rhodium species. The second type is the metathesis reactions where the lead compound acts only as a promoter in a complex catalytic system and is reviewed in Section 9.09.4. 

Kang et al. compared the organolead homocoupling reactions catalyzed by either copper or palladium sources.95 Both reactions proceed at room or moderate temperature. Yields were good with both metal catalysts, although differences were noted both in the solvent and the amount of catalyst employed. The reactions with copper(i) iodide... 

The few known plumbylarsines have been prepared by the reaction of the organolead halide with the sodium arsenide in liqnid anunonia (eqnation 63). ... 

Formation of Lead-Transition or Inner Transition-Metal Bond 5.8.6.2. from Organolead Halides by Reaction with Anion Complexes... 

S.8.6.4. from Organolead Anion Reagents by Reaction with Transition- or Inner Transitlon-Metal-Hallde Complexes. 

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