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Published January 2017 | Accepted Version
Journal Article Open

Electrophilic Rh^I catalysts for arene H/D exchange in acidic media: evidence for an electrophilic aromatic substitution mechanism

Abstract

A series of new rhodium (I) complexes supported by bidentate nitrogen-donor ligands with varying electronic and steric properties were synthesized in situ and evaluated for catalytic arene C−H/D activation. In trifluoroacetic acid (HTFA), these complexes are proposed to mediate H/D exchange of arene C−H/D bonds by an electrophilic aromatic substitution mechanism that involves Rh-mediated activation of HTFA (or DTFA). DFT calculations support the proposed pathway for the H/D exchange reactions.

Additional Information

© 2016 Elsevier. Received 27 June 2016, Revised 23 July 2016, Accepted 25 July 2016, Available online 1 August 2016. The authors acknowledge the National Science Foundation (CHE-1465145, TBG; NSF CHE-1214158, WAG) for financial support. M.S.W-G. acknowledges support from AES for a graduate student fellowship, the Jefferson Scholars Foundation for a dissertation year fellowship and Junqi Chen for assistance with an experimental procedure.

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Created:
August 19, 2023
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October 20, 2023