Carbon—antimony bonds

Exchange of antimony-carbon bonds with antimony-halogen bonds in triphenylantimony and antimony trichloride upon heating at 250° C for 75 hours has been utilized for the preparation of phenylantimony chlorides (108,109). Also exchange of vinyl groups with chlorine atoms on antimony has been observed (155). Recently, however, a quantitative study of the kinetics of the reaction between trimethylantimony and antimony trichloride has been reported (298), details of which have been discussed in Section IV, A,1. 

Exchange of antimony-carbon bonds with antimony-oxygen bonds is reported in a thorough study of the disproportionation of arylantimony oxides, RSbO (126, 127). At moderately elevated temperatures ( 100° C) in the solid state, the reaction of Eq. (157)... 

They concluded that three types of behaviour were in fact competing 1) a ligand coupling, which gives biaryl without intervention of any free aromatic species, such as free radical or anion 2) a homolytic fission of the antimony-carbon bond, and the two radical species evolve by complicated radical chain reactions 3) an ionic fission of the antimony-carbon bond forming an aryl anion, the... 

Antimony and bismuth lie at the fifth and sixth rows of the 15th group in the periodic table, and a variety of trivalent and pentavalent organic compounds derived from these elements have been reported. As shown in Table 1, antimony and bismuth have relatively small ionization potentials and electronegativities as well as large orbital radii. Due to these properties, elemental antimony and bismuth behave as metals, and the respective organic compounds possess relatively weak and polarized element-carbon bonds. These characteristics of antimony and bismuth have been... 

Regarding antimony and bismuth, only a few studies exist involving organometallic compounds with metal-carbon bonds. Hence in these cases inorganic and organic compounds with metal—O—C bonds are also described. 

Alkylarsino compounds undergo halogenolysis of the metal-carbon bond as do the bismuth and antimony analogs (Scheme 18). Diphenylarsinomethyllithium can also be alkylated with epoxides. 

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