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Organic Radicals [Magnetic Materials]
Ferromagnetic and ferrimagnetic properties of metal compounds are based on contributions of unpaired d- or f-electrons of transition or lanthanoid metals. On the other hand, magnetic properties of metal-free organic compounds are due to unpaired π-electrons. Normally, π-electrons are favorable to electrical conduction in material science, because they are movable by the π-conjugation effect, but they have received less attention for magnetic materials. However, diverse chemical modifications of an organic molecule have produced organic radical-based ferromagnets.1,2) It is known that the charge transfer complex obtained from fullerene with tetrakis(dimethylamino)ethylene (TDAE) becomes an organic magnet.3) In addition to using a π-conjugated organic radical, localized free radical species also provide organic magnets. 4-Nitrophenylnitronyl nitroxide (NPNN) was the first organic ferromagnet in a pure organic radical.4) Nogami et al. reported that 2,2,6,6-tetramethylpiperidine 1-oxyl (TEMPO) and its analogues became ferromagnets or antiferromagnets.5,6) Furthermore, 1,1-diphenyl-2-picrylhydrazyl (DPPH) is an antiferromagnet at extremely low temperature.

- A1343
- 4-Amino-2,2,6,6-tetramethylpiperidine 1-Oxyl Free Radical
- A1348
- 4-Acetamido-2,2,6,6-tetramethylpiperidine 1-Oxyl Free Radical [Catalyst for Oxidation]
- A3235
- 4-Amino-2,2,6,6-tetramethylpiperidine 1-Oxyl Free Radical (purified by sublimation)
- A5440
- PTIO (=2-Phenyl-4,4,5,5-tetramethylimidazoline-3-oxide-1-oxyl) [Stable free radical reagent for the simultaneous determination of NO and NO2 in the atmosphere]
- B5642
- Bis(2,2,6,6-tetramethyl-4-piperidyl-1-oxyl) Sebacate
- C1406
- 3-Carboxy-2,2,5,5-tetramethylpyrrolidine 1-Oxyl Free Radical
- C1428
- 4-Carboxy-2,2,6,6-tetramethylpiperidine 1-Oxyl Free Radical
- C1432
- 4-(2-Chloroacetamido)-2,2,6,6-tetramethylpiperidine 1-Oxyl Free Radical
- C1782
- 4-Cyano-2,2,6,6-tetramethylpiperidine 1-Oxyl Free Radical
- D2295
- 2-(4-Nitrophenyl)-4,4,5,5-tetramethylimidazoline-3-oxide-1-oxyl Free Radical
- D2399
- 16-DOXYL-stearic Acid Free Radical
- D4313
- 1,1-Diphenyl-2-picrylhydrazyl Free Radical
- G0020
- Galvinoxyl Free Radical
- G0555
- 4-Glycidyloxy-2,2,6,6-tetramethylpiperidine 1-Oxyl Free Radical
- H0865
- 4-Hydroxy-2,2,6,6-tetramethylpiperidine 1-Oxyl Free Radical
- H0878
- 4-Hydroxy-2,2,6,6-tetramethylpiperidine 1-Oxyl Benzoate Free Radical [Catalyst for Oxidation]
- I0486
- 4-Isothiocyanato-2,2,6,6-tetramethylpiperidine 1-Oxyl Free Radical
- I0487
- 4-(2-Iodoacetamido)-2,2,6,6-tetramethylpiperidine 1-Oxyl Free Radical
- M1197
- 4-Methoxy-2,2,6,6-tetramethylpiperidine 1-Oxyl Free Radical [Catalyst for Oxidation]
- M1531
- 4-Methacryloyloxy-2,2,6,6-tetramethylpiperidine 1-Oxyl Free Radical
- O0266
- 4-Oxo-2,2,6,6-tetramethylpiperidine 1-Oxyl Free Radical
- O0521
- 4-Oxo-2,2,6,6-tetramethylpiperidine 1-Oxyl Free Radical (purified by sublimation)
- T1560
- 2,2,6,6-Tetramethylpiperidine 1-Oxyl Free Radical
- T3169
- 2,2,6,6-Tetramethyl-4-(2-propynyloxy)piperidine 1-Oxyl Free Radical
- T3751
- 2,2,6,6-Tetramethylpiperidine 1-Oxyl Free Radical (purified by sublimation)
References
- 1)W. Fujita, K. Awaga, J. Am. Chem. Soc. 2001, 123, 3601.
- 2)W. Fujita, K. Awaga, Chem. Phys. Lett. 2002, 357, 385.
- 3)P. W. Stephens, D. Cox, J. W. Lauher, L. Mihaly, J. B. Wiley, P.-M. Allemand, A. Hirsch, K. Holczer, Q. Li, J. D. Thompson, F. Wudl, Nature 1992, 355, 331.
- 4)M. Kinoshita, P. Turek, M. Tamura, K. Nozawa, D. Shiomi, Y. Nakazawa, M. Ishikawa, M. Takahashi, K. Awaga, T. Inabe, Y. Maruyama, Chem. Lett. 1991, 20, 1225.
- 5)T. Nogami, K. Tomioka, T. Ishida, H. Yoshikawa, M. Yasui, F. Iwasaki, H. Iwamura, N. Takeda, M. Ishikawa, Chem. Lett. 1994, 23, 29.
- 6)T. Nogami, T. Ishida, M. Yasui, F. Iwasaki, N. Takeda, M. Ishikawa, T. Kawakami, K. Yamaguchi, Bull. Chem. Soc. Jpn. 1996, 69, 1841.