Influence of coordinating groups of organotin compounds on the Fries rearrangement of diphenyl carbonate.

ABSTRACT: In this paper, the Fries rearrangement of diphenyl carbonate (DPC) catalyzed by organotin compounds with different coordination groups was studied for the first time. The electronic effect and steric hindrance of the coordinating groups were discussed with respect to the reactivity of DPC rearrangement. The results showed that both the electronic effect and steric hindrance of the coordinating groups influenced the acidity of the active tin centers and then affected the catalytic performance of organotin as a Lewis acid for the rearrangement of DPC, and the influence of the electronic effect is greater than that of steric hindrance. The catalytic activity is in the order of BuSnO(OH) > Bu₂SnO > Bu₂Sn(OCOC₁₁H₂₃)₂ > BuSnCl₃ >

SUBMITTER: Liu T 

PROVIDER: S-EPMC9071106 | biostudies-literature | 2019 Sep

REPOSITORIES: biostudies-literature