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Published January 1, 2015 | Version Supplemental Material + Published
Journal Article Open

Arene C–H activation using Rh(I) catalysts supported by bidentate nitrogen chelates

Creators

  • 1. ROR icon University of Virginia
  • 2. ROR icon California Institute of Technology

Abstract

The Rh(I) complexes [(^(Fl)DAB)Rh(coe)(TFA)] (1) and [(BOZO)Rh(coe)(TFA)] (2) [^(Fl)DAB = N,N-bis-(pentafluorophenyl)-2,3-dimethyl-1,4-diaza-1,3-butadiene, coe = cyclooctene, TFA = trifluoroacetate, BOZO = bis(2-oxazolin-2-yl)] are efficient catalyst precursors for H/D exchange between arenes and DTFA. Catalyst precursor 1 exhibits a TOF of 0.06 s^(−1) at 150 °C for benzene H/D exchange. DFT calculations revealed that H/D exchange through reversible oxidative addition or internal electrophilic substitution of benzene is a viable pathway.

Additional Information

© 2015 The Royal Society of Chemistry. Received 25th July 2014, Accepted 13th October 2014, First published online 20 Oct 2014. The authors acknowledge the Center for Catalytic Hydrocarbon Functionalization, an Energy Frontier Research Center funded by the US Department of Energy, Office of Basic Energy Sciences (DE-SC0001298). M.S.W-G. acknowledges support from AES for a graduate student fellowship.

Attached Files

Published - c4cy00972j.pdf

Supplemental Material - c4cy00972j1_sup.pdf

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Additional details

Identifiers

Eprint ID
55048
Resolver ID
CaltechAUTHORS:20150220-102307992

Funding

Department of Energy (DOE)
DE-SC0001298
AES Graduate Student Fellowship

Dates

Created
2015-02-20
Created from EPrint's datestamp field
Updated
2021-11-10
Created from EPrint's last_modified field