Upon mixing equimolar amounts of mesitylcopper(I), CuAr, Ar = 2,4,6-trimethylphenyl and polymeric formaldehyde in THF in the presence of PPh3 the formaldehyde quickly dissolves. Gas-chromatographic analysis of the products after hydrolytic workup reveals the presence of mesityl alcohol, ArCH2OH (60% yield), the expected product of direct insertion of formaldehyde into a mesityl-copper bond. When the reaction is carried on for several days, 2,4,6-trimethylbenzyl formate and methyl formate are the main products.
INSERTION OF FORMALDEHYDE INTO A COPPER-CARBON BOND
LEONI, PIERO;PASQUALI, MARCO
1983-01-01
Abstract
Upon mixing equimolar amounts of mesitylcopper(I), CuAr, Ar = 2,4,6-trimethylphenyl and polymeric formaldehyde in THF in the presence of PPh3 the formaldehyde quickly dissolves. Gas-chromatographic analysis of the products after hydrolytic workup reveals the presence of mesityl alcohol, ArCH2OH (60% yield), the expected product of direct insertion of formaldehyde into a mesityl-copper bond. When the reaction is carried on for several days, 2,4,6-trimethylbenzyl formate and methyl formate are the main products.File in questo prodotto:
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