Studies on chemoselective methods for C—H bonds oxidation

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Abstract

C—H bond functionalization has been greatly explored in the field of organic synthesis, especially when it comes to the discovery of new reactivities and new synthetic routes. Our objective is to work on a methodology to make a selective C—H bond functionalization in diol-containing molecules with a highly reactive catalyst, such as Fe(PDP). A possible option to achieve this product would be the use of fluorinated solvents, HFIP for example. However, it is resistant to degradation and tend to accumulate in the environment, in particular, HFIP contributes to atmosphere heat retention, making it a greenhouse gas. Therefore, we sought an alternative in the form of Lewis acids, to coordinate with the diol. In this case, Mg(ClO4)2, receives electron density from the hydroxyl groups, preventing electron donation via hyperconjugation to the C—H bond, avoiding further oxidation in their respective positions.

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Institutions
  • 1 Universidade Estadual de Campinas (UNICAMP)
Track
  • BMOS-2026
Keywords
chemoselectivity
late stage
oxidation