DOI: 10.1246/bcsj.67.3282. Generation, ESR Spectra, and Isolation of <i>N</i>-(Arylthio)-2,4,6-triarylphenylaminyl Radicals. Influence of the Substituents on the 2,4,6-Triphenyl Groups on the Stabilities of Radicals

Generation, ESR Spectra, and Isolation of N-(Arylthio)-2,4,6-triarylphenylaminyl Radicals. Influence of the Substituents on the 2,4,6-Triphenyl Groups on the Stabilities of Radicals

10.1246/bcsj.67.3282

Crossref journal-article

Oxford University Press (OUP)

Bulletin of the Chemical Society of Japan (286)

Abstract

Abstract Three N-(Arylthio)-2,4,6-tris(4-methylphenyl)-, three N-(arylthio)-2,4,6-tris(3-chlorophenyl)-, and five N-(arylthio)-2,4,6-tris(4-chlorophenyl)phenylaminyl radicals have been generated by PbO2 oxidation of the corresponding N-(arylthio)-2,4,6-triarylanilines and their isolation has been carried out. When electron-donating methyl groups were substituted at the p-positions of the 2,4,6-triphenyl groups, the aminyls were less stable, and only one could be isolated as radical crystals. On the other hand, when chloro atoms were substituted at the m- or p-positions of the 2,4,6-triphenyl groups, the aminyls were more stable and most were isolated. The isolated radical crystals were stable for a long period without any decomposition. The spin density distributions in the radicals are discussed on the basis of the ESR parameters.

Bibliography

Miura, Y., Kitagishi, Y., & Ueno, S. (1994). Generation, ESR Spectra, and Isolation of N-(Arylthio)-2,4,6-triarylphenylaminyl Radicals. Influence of the Substituents on the 2,4,6-Triphenyl Groups on the Stabilities of Radicals. Bulletin of the Chemical Society of Japan, 67(12), 3282â3288.

Authors 3

Yozo Miura (first)
Yuichi Kitagishi (additional)
Sadaharu Ueno (additional)

References 22 Referenced 8

10.1021/jo00091a015
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{'key': '2024012000405764400_r3'}
10.1038/363147a0
{'key': '2024012000405764400_r5'}
10.1021/ma00062a037
10.1021/ma00066a031
10.1021/ma00076a060
10.1021/ma00077a056
10.1080/10587259308035707
10.1021/jo00023a032
10.1080/10587259308054954
{'key': '2024012000405764400_r13'}
{'key': '2024012000405764400_r14'}
{'key': '2024012000405764400_r15'}
{'key': '2024012000405764400_r16'}
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Dates

Type	When
Created	19 years, 1 month ago (Aug. 2, 2006, 5:45 a.m.)
Deposited	1 year, 7 months ago (Jan. 19, 2024, 7:41 p.m.)
Indexed	1 year, 7 months ago (Jan. 20, 2024, 12:02 a.m.)
Issued	30 years, 9 months ago (Dec. 1, 1994)
Published	30 years, 9 months ago (Dec. 1, 1994)
Published Online	19 years, 1 month ago (Aug. 1, 2006)
Published Print	30 years, 9 months ago (Dec. 1, 1994)

Funders 0

None

BibTeX

@article{Miura_1994, title={Generation, ESR Spectra, and Isolation of N-(Arylthio)-2,4,6-triarylphenylaminyl Radicals. Influence of the Substituents on the 2,4,6-Triphenyl Groups on the Stabilities of Radicals}, volume={67}, ISSN={1348-0634}, url={http://dx.doi.org/10.1246/bcsj.67.3282}, DOI={10.1246/bcsj.67.3282}, number={12}, journal={Bulletin of the Chemical Society of Japan}, publisher={Oxford University Press (OUP)}, author={Miura, Yozo and Kitagishi, Yuichi and Ueno, Sadaharu}, year={1994}, month=dec, pages={3282–3288} }

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