Webster-Gardiner, Michael S. and Piszel, Paige E. and Fu, Ross and McKeown, Bradley A. and Nielsen, Robert J. and Goddard, William A., III and Gunnoe, T. Brent (2017) Electrophilic Rh^I catalysts for arene H/D exchange in acidic media: evidence for an electrophilic aromatic substitution mechanism. Journal of Molecular Catalysis A: Chemical, 426 . pp. 381-388. ISSN 1381-1169. doi:10.1016/j.molcata.2016.07.045. https://resolver.caltech.edu/CaltechAUTHORS:20160803-142334974
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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.
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| 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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| Subject Keywords: | Rhodium, C–H Activation, Arene, Acid, Electrophilic | ||||||||||
| DOI: | 10.1016/j.molcata.2016.07.045 | ||||||||||
| Record Number: | CaltechAUTHORS:20160803-142334974 | ||||||||||
| Persistent URL: | https://resolver.caltech.edu/CaltechAUTHORS:20160803-142334974 | ||||||||||
| Official Citation: | Michael S. Webster-Gardiner, Paige E. Piszel, Ross Fu, Bradley A. McKeown, Robert J. Nielsen, William A. Goddard III, T. Brent Gunnoe, Electrophilic RhI catalysts for arene H/D exchange in acidic media: Evidence for an electrophilic aromatic substitution mechanism, Journal of Molecular Catalysis A: Chemical, Volume 426, Part B, January 2017, Pages 381-388, ISSN 1381-1169, http://dx.doi.org/10.1016/j.molcata.2016.07.045. (//www.sciencedirect.com/science/article/pii/S1381116916302953) | ||||||||||
| Usage Policy: | No commercial reproduction, distribution, display or performance rights in this work are provided. | ||||||||||
| ID Code: | 69418 | ||||||||||
| Collection: | CaltechAUTHORS | ||||||||||
| Deposited By: | Donna Wrublewski | ||||||||||
| Deposited On: | 03 Aug 2016 23:44 | ||||||||||
| Last Modified: | 11 Nov 2021 04:13 |
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