Platinum Complex Catalyzed Carbonylation of Organic Iodides: Effective Carbonylation of Organic Iodides Having β-Hydrogens on Saturated sp3 Carbons

Article abstract of DOI:10.1021/jo00269a017

Dichlorobis(triphenylphosphine)platinum(II) is an effective catalyst precursor for the carbonylation of organic iodides having β-hydrogens on saturated sp³ carbons.The carbonylation under carbon monoxide pressure in the presence of alcohol gives esters, and aldehydes are obtained by the reaction under carbon monoxide and hydrogen pressure.Thus, 1-iodohexane is carbonylated to methyl heptanoate in 79percent yield in the presence of methanol at 120 deg C under 70 kg cm^-2 of initial carbon monoxide pressure.Heptanal is formed in 86percent yield from 1-iodohexane at 120 deg Cunder carbon monoxide (50 kg cm^-2) and hydrogen (50 kg cm^-2).Alkenyl und alkynyl iodides are also smoothly carbonylated in the presence of alcohol into the corresponding esters without reduction of unsaturated bonds.