Triphenyltin chloride, reaction with

Haloarenes have been found to undergo nucleopilic substitution when irradiated with the triphenyl stannyl anion46, reacting via a radical S l mechanism. In many cases the reaction will only occur under photochemical conditions. The reaction is found to proceed with chloro- and bromo-substituted arenes, but not iodo-compounds. The anion is produced either by treatment of triphenyltin chloride or hexaphenylditin with sodium metal in liquid ammonia, and will react with a wide variety of arenes (reaction 30). 

Allyltriphenyltin can also be prepared by using the reaction of preformed allylmagnesium bromide with triphenyltin chloride.2 However, the submitters prefer the simpler procedure described above for large-scale preparations of allyltin compounds. 

The production of triphenyltin hydroxide [76-87-9] and triphenyltin acetate [900-95-8] start with triphenyltin chloride, which is prepared by the Kocheshkov redistribution reaction from tetraphenyltin and tin tetrachloride. The hydroxide is prepared from the chloride by hydrolysis with aqueous sodium hydroxide. The acetate can be made directly from the chloride using sodium acetate or from the hydroxide by neutralization with a stoichiometric quantity of acetic acid. 

With a 1 3 ratio of reagents, R3S11CI is formed in good yield when R is aryl or a straight-chain alkyl group, but yields are sometimes low for branched-chain alkyl homo-logues. Tributyltin chloride and triphenyltin chloride are prepared commercially by this reaction. 

AUyllithium. This previously unknown reagent was initially prepared by combining the preparation of allylmagnesium chloride and its reaction with triphenyltin chloride (1) to give a solution of allyltriphenyltin (2) in ether, tetrahydrofurane, or benzene. Addition of a solution of phenyllithium then gives a suspension of tetraphenyltin in a solution of allyllithium, which can be used directly, for example for reaction with a... 

The substoichiometric extraction of fluoride from 50%dimethylsulfoxide (DMSO) aqueods phase via a sut toichiometric replacement reaction with triphenyltin chloride into chloroform was examined. Reproducible substoichiometric separations of... 

Control reactions where one of the reactants was omitted gave no precipitate consistent with the product, which is collected as a precipitate, containing moieties derived from both reactants. Finally, elemental analysis for antimony is consistent with the presence of antimony. Product yields are generally low (Table 3). By comparison, reaction with dibutyltin dichloride under similar conditions gives yields in the range of 40 to 60%. For Tributyltin chloride the yields are within the range of 20 to 70% and for triphenyltin chloride the yields range from... 

In contrast to bromides and iodides, triphenyltin chloride as well as PhSnCl3 in the reaction with ytterbium gives the distannylytterbium complex (Ph3Sn)2Yb(THF)4, the structure of which has been described above [31]. 

FIGURE 1. Inhibition by triphenyltin chloride of flash-induced ATP synthesis associated with electron transport from water to methylviologen. Reactions were carried out at 4°C in a medium containing 150 mM sorbitol, 10 mM Tricine-KOH (pH 7.8), 3 mM Mg Acetate, 2 mM KCl, 0.1 mM methylviologen, 0.1 mM ADP, 0.5 mM plus chloroplasts equivalent to 33 mM chi. The concentration of... 

Aldehydes and ketones can be converted to ethers by treatment with an alcohol and triethylsilane in the presence of a strong acid or by hydrogenation in alcoholic acid in the presence of platinum oxide. The process can formally be regarded as addition of ROH to give a hemiacetal RR C(OH)OR", followed by reduction of the OH. In this respect, it is similar to 16-14. In a similar reaction, ketones can be converted to carboxylic esters (reductive acylation of ketones) by treatment with an acyl chloride and triphenyltin hydride. " ... 

The reaction of a ketone with an acid chloride and triphenyltin hydride results in reductive acylation of the ketone in high yield 11... 

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