Journal ArticleDOI
Direct observation by 1H NMR of 4,5-benzoxepin-2,3-oxide and its surprisingly rapid ring-opening rearrangement to 1H-2-benzopyran-1-carboxaldehyde☆
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TLDR
The first unambiguous observation of an oxepin-2,3-oxide was reported in this paper, where it was shown that 2,3oxides of monocyclic oxepins rearrange to stable, ring-opened dialdehydes or diketones.About:
This article is published in Tetrahedron Letters.The article was published on 2004-06-07. It has received 7 citations till now. The article focuses on the topics: Benzoxepin & Benzopyran.read more
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Journal ArticleDOI
Evidence for the formation of Michael adducts from reactions of (E,E)-muconaldehyde with glutathione and other thiols
Alistair P. Henderson,Christine Bleasdale,Kirsty Delaney,Andrew B. Lindstrom,Stephen M. Rappaport,Suramya Waidyanatha,William P. Watson,Bernard T. Golding +7 more
TL;DR: It is suggested that (Z,Z)-muconaldehyde, a putative metabolite of benzene, could lead to the long established urinary metabolites of Benzene, (E,E)muconic acid, via glutathione-mediated isomerization to ( E,E)-mu Conaldehyde.
Book ChapterDOI
Oxepanes and Oxepines
TL;DR: In this article, the chemistry of oxepines and oxepanes is discussed, from the simplest compounds formed in metabolism of aromatic hydrocarbons to complicated fused O-heterocyclic systems of marine origin.
Book ChapterDOI
Dioxirane Oxidations of Compounds other than Alkenes
TL;DR: In this article, the best investigated oxidations by dioxiranes were discussed, such as epoxidation of the double bonds in the cumulenes, allenes, acetylenes, and arenes, the oxidation of heteroatom functionalities, mainly lone pairs on sulfur, on nitrogen, and on oxygen as the deoxygenation of N-oxides, the oxidization of C ǫ = Y functionalities and Y-H insertions such as in C-H alkanes, and Si-H silanes.
Journal ArticleDOI
Curtin–Hammett principle: application to benzene oxide–oxepin tautomers
TL;DR: In this article, the authors employed density function theory (B3LYP/6-31G*) calculations for study of three sets of benzene oxide/oxepin equilibria and Diels-Alder reactions with maleic anhydride and dimethylazodicarboxylate as well as epoxidation by dioxirane.
References
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Journal ArticleDOI
Density‐functional thermochemistry. III. The role of exact exchange
TL;DR: In this article, a semi-empirical exchange correlation functional with local spin density, gradient, and exact exchange terms was proposed. But this functional performed significantly better than previous functionals with gradient corrections only, and fits experimental atomization energies with an impressively small average absolute deviation of 2.4 kcal/mol.
Journal ArticleDOI
The influence of polarization functions on molecular orbital hydrogenation energies
P. C. Hariharan,John A. Pople +1 more
TL;DR: In this paper, a split-valence extended gaussian basis set was used to obtain the LCAO-MO-SCF energies of closed shell species with two non-hydrogen atoms.
Journal ArticleDOI
Dioxiranes: synthesis and reactions of methyldioxiranes
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