Skip to main content

CO2 as a traceless directing group for catalytic meta C-H olefinations

Objective

The development of methods for the transition metal-catalysed functionalization of C-H bonds is revolutionizing synthetic organic chemistry by providing tools to simplify and accelerate the synthesis and modification of a myriad of known and still unknown organic molecules including aromatic compounds. However, in these processes, the ability to discriminate between C-H bonds for subsequent transformation into other functional groups still remains as a major challenge. To date, much progress has been made on developing strategies for the ortho-functionalization of arenes, mainly through the derivatization of the substrates with directing groups. meta-Functionalization approaches, on the other hand, are extremely scarce despite eta-substitution is a widespread motive amongst biologically active molecules.
The research outlined in this proposal aims at developing a process that makes use of CO2 as an invisible directing group leading to an array of novel direct meta-functionalization methodologies. To do so, we envision a one-pot strategy involving a carboxylation ortho to an R group followed by a tandem CO2H directed ortho-functionalization/decarboxylation process that affords the desired meta-functionalized products and releases again the CO2 employed as the directing group.
The realisation of the objectives of this project will push forward the state-of-the art in the area of C-H bond activation by providing step economical access to molecules that are difficult to prepare via conventional multistep routes.

Field of science

  • /natural sciences/chemical sciences/organic chemistry
  • /natural sciences/chemical sciences/organic chemistry/hydrocarbons
  • /natural sciences/chemical sciences/organic chemistry/aromatic compounds

Call for proposal

H2020-MSCA-IF-2014
See other projects for this call

Funding Scheme

MSCA-IF-EF-ST - Standard EF

Coordinator

THE UNIVERSITY OF MANCHESTER
Address
Oxford Road
M13 9PL Manchester
United Kingdom
Activity type
Higher or Secondary Education Establishments
EU contribution
€ 183 454,80