Abstract
We present a mechanistic study demonstrating selective Arf–Cl bond activation preceded by η2 coordination of Pd(PEt3)2 to a C═C moiety of a partially fluorinated substrate. An intramolecular ring-walking process to activate the Arf–Cl bond is plausible, but an intermolecular reaction becomes dominant in the presence of PEt3. The latter pathway is significantly enhanced, since PEt3 promotes dissociation of Pd(PEt3)3 from the C═C moiety followed by activation of the Arf–Cl bond. Our observations also show that PEt3 can be used to control reaction selectivity. The experimental observations are supported by density functional theory (DFT) calculations (at the SMD(toluene)-DSD-PBEP86/cc-pV(D+d)Z-PP//DF-PBE+dv2/SDD(d) level of theory).
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 callDisclaimer: 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.
