Thomas C. Bruice Group

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Papers:Topic:Arene Oxides

   

Arene oxides, K-Region Oxides and Epoxides Reactions

145. G.J. Kasperek and T.C. Bruice. The Mechanism of the Aromatization of Arene Oxides. J. Am. Chem. Soc. 1972, 94, 198.

151. H. Yagi; D.M. Jerina; G.J. Kasperek and T.C. Bruice. A Novel Mechanism for the NIH-Shift. (1,4-dimethylbenzene oxide isomerization/kinetic analysis/nonenzymatic additions/ microxomal oxidation/carcinogenesis). Proc. Natl. Acad. Sci. (USA) 1972, 69, 1985.

154. G.J. Kasperek and T.C. Bruice. Differentiation Between the Concerted and Stepwise Mechanisms for Aromatization (NIH- Shift) of Arene Epoxides. J. Chem. Soc. Chem. Commun. 1972, 13, 784-5.

158. G.J. Kasperek; T.C. Bruice; H. Yagi; N. Kaubisch and D.M. Jerina. Solvolytic Chemistry of 1,4-dimethylbenzene Oxide. A New and Novel Mechanism for the NIH-Shift. J. Am. Chem. Soc. 1972, 94, 7876.

164. P.Y. Bruice; G.J. Kasperek; T.C. Bruice; H. Yagi and D.M. Jerina. The Oxygen Walk as a Complementary Observation to the NIH Shift. J. Am. Chem. Soc. 1973, 95, 1673.

170. G.J. Kasperek; P.Y. Bruice; T.C. Bruice; H. Yagi and D.M. Jerina. Multiple Pathways for Aromatization of 8,9-Indan Oxide. J. Am. Chem. Soc. 1973, 95, 6041.

176. D.M.E. Reuben and T.C. Bruice. Relative Nucleophilicity of Thiols and Glutathione Towards Benzene Oxide. J. Chem. Soc. Chem. Commun. 1974, 3, 113-14.

181. J.D. Richardson,; T.C. Bruice; S.M. Waraszkiewicz and G.A. Berchtold. Aromatization of 4-Carboxybenzene Oxide. J. Org.Chem. 1974, 39, 2088.

187. P.Y. Bruice; T.C. Bruice; H.G. Selander; H. Yagi and D.M. Jerina. Comparative Mechanisms of Reaction of K-Region and Non-K- Region Arene Oxides of Phenanthrene. J. Am. Chem. Soc. 1974, 96, 6814.

196. D.M. Johnson and T.C. Bruice. Nucleophilic Catalysis of the Aromatization of an Arene Oxide. The Reaction of Trimethylamine with 4-Carbo-tert-butoxybenzene Oxide. J. Am. Chem. Soc. 1975, 97, 6901.

197. D.M.E. Reuben and T.C. Bruice. Reaction of Thiol Anions with Benzene Oxide and Malachite Green. J. Am. Chem. Soc. 1976, 98, 114.

199. P.Y. Bruice; T.C. Bruice; P.M. Dansette; H.G. Selander; H. Yagi and D.M. Jerina. Comparison of the Mechanisms of Solvolysis and Rearrangement of K-Region vs. Non-K-Region Arene Oxides of Phenanthrene. Comparative Solvolytic Rate Constants of K- Region and Non-K-Region Arene Oxides. J. Am. Chem. Soc. 1976, 98, 2965.

200. P.Y. Bruice; T.C. Bruice; H. Yagi and D.M. Jerina. Nucleophilic Displacement on the Arene Oxides of Phenanthrene. J. Am. Chem. Soc. 1976, 98, 2973.

201. P.Y. Bruice and T.C. Bruice. Modes of Acid Catalysis in the Aromatization of Arene Oxides. J. Am. Chem. Soc. 1976, 98, 2023.

208. T.C. Bruice and P.Y. Bruice. Solution Chemistry of Arene Oxides. Acc. Chem. Res. 1976, 9, 378.

226. P.Y. Bruice; S.C. Wilson and T.C. Bruice. Inactivation of Glyceraldehyde-3-phospate Dehydrogenase and Yeast Alcohol Dehydrogenase by Arene Oxides. Biochem. 1978, 17, 1662.

227. A.R. Becker; J.M. Janusz; D.Z. Rogers and T.C. Bruice. Structural Features Which Determine the Carcinogenesis, Mutagenesis and the Rates of Acid- and Water-Mediated Solvolysis of and Nucleophilic Attack upon Diol Epoxides, Bay-Region and Non- Bay-Region Tetrahydro Epoxides, and K-Region and Non-K- Region Arene Oxides. J. Am. Chem. Soc. 1978, 100, 3244.

233. J.M. Janusz; A.R. Becker and T.C. Bruice. The Importance of Intramolecular Hydrogen Bonding on the Reactivity of Tetrahydro Diol Epoxides. J. Am. Chem. Soc. 1978, 100, 8269.

237. D.Z. Rogers and T.C. Bruice. Comparative Chemistry of the Bay- and Non-Bay-Region Tetrahydro Epoxides of Phenanthrene. J. Am. Chem. Soc. 1979, 101, 4713.

240. A.R. Becker; J.M. Janusz and T.C. Bruice. Solution Chemistry of the syn- and anti-Tetrahydrodiol Epoxides, The syn- and anti- Tetrahydrodimethoxy Epoxides, and the 1,2- and 1,4- Tetrahydro Epoxides of Naphthaline. J. Am. Chem. Soc. 1979, 101, 5679.