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Connecting Remote C–H Bond Functionalization and Decarboxylative Coupling Using Simple Amines

submitted on 17.09.2019, 14:37 and posted on 24.09.2019, 16:32 by Francisco de Azambuja, Ming-Hsiu Yang, Alexander Bruecker, Paul Cheong, Ryan Altman
The manuscript describes a Pd-catalyzed reaction of benzylic electrophiles that gives para-substituted arene products. Mechanistic studies suggest a mechanism involving a dearomative C–C bond-forming step, followed by base-mediated rearomatization. This mechanism is uncommon and underappreciated in Pd-catalysis and further exploitation of this mechanism should enable access to other organic molecules.


Herman Frasch Foundation for Chemical Research (701- HF12)

National Science Foundation (CHE-1455163)

NIH Shared Instrumentation Grants S10OD016360 and S10RR024664

NSF Major Research Instrumentation Grants 9977422 and 0320648

NIH Center Grant P20GM103418

National Science Foundation (NSF, CHE-1352663)

NSF Center for Sustainable Materials Chemistry (NSF CHE-1102637)


Email Address of Submitting Author


The University of Kansas


United States

ORCID For Submitting Author


Declaration of Conflict of Interest

No conflicts of interest are reported

Version Notes

Initial submission prior to peer review