@article{32b5bb47ae574705a3b5c446ab4090ab,
title = "Hydroperoxidations of Alkenes using Cobalt Picolinate Catalysts",
abstract = "Hydroperoxides were synthesized in one step from various alkenes using Co(pic)2as the catalyst with molecular oxygen and tetramethyldisiloxane (TMDSO). The hydration product could be obtained using a modified catalyst, Co(3-mepic)2, with molecular oxygen and phenylsilane. Formation of hydroperoxides occurred through a rapid Co-O bond metathesis of a peroxycobalt compound with isopropanol.",
author = "Zulema Peralta-Neel and Woerpel, {K. A.}",
note = "Funding Information: Control experiments provided support that the cobalt picolinate-catalyzed reaction proceeds via pathway B. If the reaction proceeded through pathway A, the use of isopropanol- d as solvent would result in a cobalt deuteride, so deuterium atoms would be incorporated into the product. Peroxidation in isopropanol- d , however, gave no deuterated hydroperoxide products after filtration through silica gel, as determined by H and C{ H} NMR spectroscopy. This experiment indicates that the silane is the source of the hydrogen atom on the cobalt atom. This conclusion was supported by an experiment using the deuterated silane, Et SiD (eq 1). Although this silane is not optimal for the preparative process, deuterated hydroperoxide 16 could be observed in the reaction mixture. Taken together, these labeling experiments suggest that pathway B is the most likely pathway. 8 8 1 13 1 3 Publisher Copyright: {\textcopyright} 2021 American Chemical Society",
year = "2021",
month = jul,
day = "2",
doi = "10.1021/acs.orglett.1c01489",
language = "English (US)",
volume = "23",
pages = "5002--5006",
journal = "Organic Letters",
issn = "1523-7060",
publisher = "American Chemical Society",
number = "13",
}