@article{249634fd8a3841b2ac369fe2e5ef2417,
title = "A stereochemical probe of the fate of carbon radicals oxidized by metals",
author = "Groves, {John T.}",
note = "Funding Information: Most rudiments of conformational analysis would predict that2 would be lower in energy than 2. Oxidative substitution of8_with retention of configuration at the copper-bound carbon would of necessity afford the less stable trans-ether (4_).{"} By analogy, 2 may be oxidized by iron(II1) in acetonitrile via a similar process. Also significant in these oxidative cyclizations is the lack of olefinic products expected for oxidative elimination of complexes such asA. Indeed, the Fe++/Cu++p romoted decomposition of 2-hexylhydroperoxide in acetonitrile has been reported to yield equal amounts of elimination and substitution products (olefin and ether).{"} This difference would be well accounted for by the conformational rigidity of complex&if oxidative elimination has geometrical structures since the methyl protons in g are free to adopt any preferred conformation. These factors are under current study. 12 Acknowledgement. Financial support of this work by the donors of the Petroleum Research Fund, administered by the American Chemical Society, and The University of Michigan is gratefully acknowledged.",
year = "1975",
doi = "10.1016/S0040-4039(00)91471-0",
language = "English (US)",
volume = "16",
pages = "3113--3116",
journal = "Tetrahedron Letters",
issn = "0040-4039",
publisher = "Elsevier Limited",
number = "36",
}