Abstract
The catalytic oxidation of methanol in the presence of the cationic [neocuproinePd(OAc)]2[OTf]2 (OTf = trifluoromethylsulfonate), 1, yields methyl formate. With benzoquinone as a terminal oxidant 4-hydroxyphenyl formate is also formed competitively. Mechanistic and labeling studies implicate formaldehyde and methyl hemiformal as key intermediates. Beta-hydrogen elimination from Pd-OCH3 or Pd-OCH2OCH3 intermediates is proposed as a key step in the generation of formaldehyde and methyl formate, respectively.
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