Carbon monoxide with aluminum derivatives

Dichloro(l, 3-propanediyl)platinum and its bis(pyridine) derivative have been studied by a number of authors. Dichloro(l,3-propanediyl)platinum, and the corresponding substituted 1,3-propanediyl platinum compounds release the parent cyclopropane on treatment with potassium cyanide, potassium iodide, a tertiary phosphine, carbon monoxide, and other ligands.2,6 Reduction by means of hydrogen or lithium aluminum hydride yields chiefly isomeric substituted propanes. Dichlorobis(pyridine)(l,3-propanediyl)platinum in refluxing benzene yields a pyridinium ylid complex, - (CH3CH2CHNC5Hs)-PtpyCla. 

When 5,6-anhydro-l,2-0-isopropylidene-a-I>-glucofuianose (67) in ether was allowed to react with carbon monoxide (12 atmospheres, at room temperature) in the presence of sodium cobalt tetracarbonyl for 3 days, the stoichiometric amount of carbon monoxide was absorbed. The mixture was cooled to —5 , and subsequent treatment with methanol and iodine by the procedure of Heck and Breslow resulted in the formation (in 80 % yield) of the methyl uronate (70) and, in a yield of about 10%, the 6-deoxy-hexos-5-ulose (69). Reduction of the methyl uronate (70) and of the dialdose derivative (68) with lithium aluminum hydride yielded identical sugars. 

When an aromatic compound is treated with a mixture of carbon monoxide and hydrogen chloride in the presence of aluminum chloride and copper(i) chloride, the derived aromatic aldehyde is obtained. Presumably formyl chloride is formed from the carbon monoxide and hydrogen chloride, although it is stable only as the adduct with aluminum chloride. 

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