Synthesis and spectroscopic study of heteroleptic mono-ring substituted tri-and tetra-phenyltin compounds containing the p-formyl or p-acetyl substituent in its free, protected and derivatised forms

Mono-ring substituted tetraphenyltins containing the p-formyl or p-acetyl s ubstituent in its free, protected (ethylene acetal / ketal)) and derivatise d (semicarbazone, oxime) forms have been synthesised. Treatment of the carb onyl-protected tetraphenyltin with iodine in DMF, followed by aqueous NH4OH yielded Ph2Sn(C6H4-p-CROCH2CH2O)OH (R H,Me). The hydroxide condenses with 3-benzoylpropionic and dimethyldithiocarbamylacetic acids to form the corre sponding triaryltin carboxylates. Regeneration of the carbonyl function in the hydroxide was achieved using tartaric acid in aqueous acetone, while tr eatment of the hydroxide with hydrochloric acid in chloroform/petroleum eth er gave in the one step the chloride, Ph2Sn(C6H4-p-C(:O)R)Cl. The compounds were characterised by elemental analysis, IR, multinuclear NMR and tin-119 m Mossbauer spectroscopy.