Abstract

The metal-free ortho C-H borylation of benzaldehyde derivatives using a transient imine directing group was recently developed by our group, providing an efficient strategy for the synthesis of organoboron reagents. Herein, we report on an extensive investigation of the reaction mechanism using density functional theory (DFT) calculations. Computations for the reaction pathway with various imine substrates, as well as the effect of an added base were examined, and the experimentally observed reactivity enhancement is proposed to originate from the tunability of the destabilizing strain energies that results in a reversible complexation process with BBr3.

Full Text
Paper version not known

Talk to us

Join us for a 30 min session where you can share your feedback and ask us any queries you have

Schedule a call

Disclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.