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Volumn 65, Issue 16, 2000, Pages 4804-4809

Novel tert-butyl migration in copper-mediated phenol ortho-oxygenation implicates a mechanism involving conversion of a 6-hydroperoxy-2,4-cyclohexadienone directly to an o-quinone

Author keywords

[No Author keywords available]

Indexed keywords

6 HYDROPEROXY 2,4 CYCLOHEXADIENONE; QUINONE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 0034637607     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo991625m     Document Type: Article
Times cited : (45)

References (38)
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    • note
    • w = 0.1070. Crystal data and data collection parameters for compound 5 are available as Supporting Information.
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    • Numerous X-ray crystal structures having the 3,6-di-tert-butyl-1,2-benzoquinone moiety complexed to various metal centers have been published. The geometry of those quinones, however, is affected by the metal center; in particular, the C=O bonds are considerably elongated. The most recent structures of metal 3,6-di-tert-butyl-1,2-benzoquinone complexes are described in: Lange, C. W.; Pierpont, C. G. Inorg. Chim. Acta 1997, 263, 219. Attia, A. S.; Conklin, B. J.; Lange, C. W.; Pierpont, C. G. Inorg. Chem. 1996, 35, 1033. Jung, O.-S.; Pierpont, C. G. J. Am. Chem. Soc. 1994, 116, 2229.
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    • Numerous X-ray crystal structures having the 3,6-di-tert-butyl-1,2-benzoquinone moiety complexed to various metal centers have been published. The geometry of those quinones, however, is affected by the metal center; in particular, the C=O bonds are considerably elongated. The most recent structures of metal 3,6-di-tert-butyl-1,2-benzoquinone complexes are described in: Lange, C. W.; Pierpont, C. G. Inorg. Chim. Acta 1997, 263, 219. Attia, A. S.; Conklin, B. J.; Lange, C. W.; Pierpont, C. G. Inorg. Chem. 1996, 35, 1033. Jung, O.-S.; Pierpont, C. G. J. Am. Chem. Soc. 1994, 116, 2229.
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    • Numerous X-ray crystal structures having the 3,6-di-tert-butyl-1,2-benzoquinone moiety complexed to various metal centers have been published. The geometry of those quinones, however, is affected by the metal center; in particular, the C=O bonds are considerably elongated. The most recent structures of metal 3,6-di-tert-butyl-1,2-benzoquinone complexes are described in: Lange, C. W.; Pierpont, C. G. Inorg. Chim. Acta 1997, 263, 219. Attia, A. S.; Conklin, B. J.; Lange, C. W.; Pierpont, C. G. Inorg. Chem. 1996, 35, 1033. Jung, O.-S.; Pierpont, C. G. J. Am. Chem. Soc. 1994, 116, 2229.
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    • note
    • 2 and its reaction with the starting phenolate seems unlikely in that the reaction shows no dependence on light.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.