The Journal of Organic Chemistry

Preparation of muconic acid anhydrides. Characterization of the 1-oxacyclohepta-3, 5-diene-2, 7-dione structure

TR Demmin, MM Rogic

Index: Demmin, Timothy R.; Rogic, Milorad M. Journal of Organic Chemistry, 1980 , vol. 45, # 6 p. 1153 - 1156

Full Text: HTML

Citation Number: 36

Abstract

4 4a a substantial contribution from resonance structure 4a to the overall electronic description of the molecule. With the increased double bond character at the methoxy oxygen, homoallylic type coupling may be effectively transmitted. Long-range coupling,-0.4 Hz, is also present in the analogous o-benzoquinone 3 where similar resonance may exist. However, in the related 3-methoxy-5-tert-b~-tylcatechol (7), with no resonance possible as ...

Related Articles:

Oxygenase model reactions. 1. Intra-and extradiol oxygenations of 3, 5-di-tert-butylcatechol catalyzed by (bipyridine)(pyridine) iron (III) complex

[Funabiki,T.; Mizoguchi,A.; Sugimoto,T. Journal of the American Chemical Society, 1986 , vol. 108, p. 2921]

Ruthenium-catalyzed oxygenation of catechols to muconic acid anhydrides and 2H-pyran-2-ones. Intradiol and extradiol cleavage of carbon-carbon bond

[Matsumoto,M.; Kuroda,K. Journal of the American Chemical Society, 1982 , vol. 104, p. 1433]

The systematic influence of tripodal ligands on the catechol cleaving activity of iron (III) containing model compounds for catechol 1, 2-dioxygenases

[Pascaly, Matthias; Duda, Mark; Schweppe, Florian; Zurlinden, Kristin; Mueller, Felizitas K.; Krebs, Bernt Journal of the Chemical Society, Dalton Transactions, 2001 , # 6 p. 828 - 837]

Catalytic oxidation of phenols to p-quinones with the hydrogen peroxide and methyltrioxorhenium (VII) system

[Adam, Waldemar; Herrmann, Wolfgang A.; Lin, Jianhua; Saha-Moeller, Chantu R. Journal of Organic Chemistry, 1994 , vol. 59, # 26 p. 8281 - 8283]

Ruthenium-catalyzed oxygenation of catechols to muconic acid anhydrides and 2H-pyran-2-ones. Intradiol and extradiol cleavage of carbon-carbon bond

[Matsumoto,M.; Kuroda,K. Journal of the American Chemical Society, 1982 , vol. 104, p. 1433]

More Articles...