†Tao Liu and Ping Wang have equally
contributed to this work
ABSTRACT:The
mechanisms of C−C activation of 1-Benzylcyclopropan-1-ol to produce
1,6-diketone have been investigated by density functional theory (DFT)
calculations. The catalyst
[Cp*RhCl2]2 and additive
Ag2CO3 play an important role in
controlling the selectivity. By employing
[Cp*RhCl2]2 as catalyst and
Ag2CO3 as additive, the product is
1,6-diketone, whereas the β -hydride elimination product could not
be obtained. The product would become monoketone in the absence of
[Cp*RhCl2]2. In addition, the
combination of catalyst [Cp*RhCl2]2and additive AgOAc would also lead to monoketone. The observed
selectivity could be attributed to the electronic effect.
KEYWORDS: DFT; 1,6-diketone; selectivity; β -hydride
elimination