Diarylnitroxide diradicals: Low-temperature oxidation of diarylamines to nitroxides

Research output: Contribution to journalArticle

33 Citations (Scopus)

Abstract

A low temperature method, in which the progress of the oxidation of secondary diarylamines with DMDO at low temperatures is monitored by magnetic resonance spectroscopy (EPR and NMR) and magnetic studies by a Superconducting Quantum Interference Device (SQUID), is developed for preparation of the first m-phenylene based diarylnitroxide diradical. EPR spectroscopy and magnetic studies (SQUID) indicate that the diradical in the dichloromethane matrix predominantly adopts anticonformation (2A-anti) and possesses triplet ground state. Similar oxidation experiments for conformationally constrained aza[1 4]metacyclophane provide evidence for the formation of small amounts of the corresponding diarylnitroxide diradical. Both diarylnitroxide diradicals could only be detected at low temperatures (-80°C and below).

Original languageEnglish (US)
Pages (from-to)9099-9105
Number of pages7
JournalJournal of the American Chemical Society
Volume130
Issue number28
DOIs
StatePublished - Jul 16 2008

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SQUIDs
Oxidation
Temperature
Paramagnetic resonance
Magnetic resonance spectroscopy
Equipment and Supplies
Methylene Chloride
Dichloromethane
Ground state
Spectrum Analysis
Magnetic Resonance Spectroscopy
Nuclear magnetic resonance
Spectroscopy
Experiments

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

Cite this

Diarylnitroxide diradicals : Low-temperature oxidation of diarylamines to nitroxides. / Rajca, Andrzej; Vale, Matthew; Rajca, Suchada.

In: Journal of the American Chemical Society, Vol. 130, No. 28, 16.07.2008, p. 9099-9105.

Research output: Contribution to journalArticle

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