Electron Transfer Oxidation of Benzene and Aerobic Oxidation to Phenol

Bidyut Bikash Sarma, Raanan Carmieli, Alberto Collauto, Irena Efremenko, Jan M L Martin, Ronny Neumann

Research output: Contribution to journalArticle

20 Citations (Scopus)

Abstract

The activation of very strong C-H bonds, such as those found in benzene, is important also in the quest for new routes for its functionalization. Using the H5PV2Mo10O40 polyoxometalate as an electron transfer oxidant in >50% aqueous H2SO4 as solvent, the formation of a benzene radicaloid species at RT as probed by visible spectroscopy and by EPR spectroscopy recorded at X-band and W-band, including ELDOR-detected NMR, was verified. The viability of the ET oxidation of benzene is supported by DFT calculations, showing the reaction to be exergonic under these conditions. Furthermore, we show that in the presence of O2, very selective hydroxylation to phenol took place.

Original languageEnglish
Pages (from-to)6403-6407
Number of pages5
JournalACS Catalysis
Volume6
Issue number10
DOIs
Publication statusPublished - Oct 7 2016

Fingerprint

Phenol
Benzene
Phenols
Oxidation
Electrons
Spectroscopy
Hydroxylation
Oxidants
Discrete Fourier transforms
Paramagnetic resonance
Chemical activation
Nuclear magnetic resonance

Keywords

  • aerobic oxidation
  • benzene
  • electron transfer
  • EPR
  • polyoxometalate

ASJC Scopus subject areas

  • Catalysis

Cite this

Sarma, B. B., Carmieli, R., Collauto, A., Efremenko, I., Martin, J. M. L., & Neumann, R. (2016). Electron Transfer Oxidation of Benzene and Aerobic Oxidation to Phenol. ACS Catalysis, 6(10), 6403-6407. https://doi.org/10.1021/acscatal.6b02083

Electron Transfer Oxidation of Benzene and Aerobic Oxidation to Phenol. / Sarma, Bidyut Bikash; Carmieli, Raanan; Collauto, Alberto; Efremenko, Irena; Martin, Jan M L; Neumann, Ronny.

In: ACS Catalysis, Vol. 6, No. 10, 07.10.2016, p. 6403-6407.

Research output: Contribution to journalArticle

Sarma, BB, Carmieli, R, Collauto, A, Efremenko, I, Martin, JML & Neumann, R 2016, 'Electron Transfer Oxidation of Benzene and Aerobic Oxidation to Phenol', ACS Catalysis, vol. 6, no. 10, pp. 6403-6407. https://doi.org/10.1021/acscatal.6b02083
Sarma BB, Carmieli R, Collauto A, Efremenko I, Martin JML, Neumann R. Electron Transfer Oxidation of Benzene and Aerobic Oxidation to Phenol. ACS Catalysis. 2016 Oct 7;6(10):6403-6407. https://doi.org/10.1021/acscatal.6b02083
Sarma, Bidyut Bikash ; Carmieli, Raanan ; Collauto, Alberto ; Efremenko, Irena ; Martin, Jan M L ; Neumann, Ronny. / Electron Transfer Oxidation of Benzene and Aerobic Oxidation to Phenol. In: ACS Catalysis. 2016 ; Vol. 6, No. 10. pp. 6403-6407.
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