@article{3fa62818f3854c90888abccebfc83b81,
title = "Evidence against Single-Electron Transfer in the Additions of Most Organomagnesium Reagents to Carbonyl Compounds",
abstract = "A radical clock system was developed to investigate single-electron transfer (SET) in the reactions of organomagnesium reagents with carbonyl compounds. The fluorenylcyclopropyl radical clock was selected because it is the fastest known radical clock. Additions of Grignard reagents to aldehydes or methyl ketones provided no evidence for ring-opened products that would indicate reaction through SET. Additions of some Grignard reagents to aromatic ketones, however, resulted in the formation of ring-opened products, suggesting SET. ",
author = "Bartolo, {Nicole D.} and Woerpel, {K. A.}",
note = "Funding Information: Acknowledgment is made to the Donors of the American Chemical Society Petroleum Research Fund for partial support of this research (57206-ND1). Additional support was provided by the National Institutes of Health, National Institute of General Medical Sciences (GM-129286). N.D.B. thanks the NYU Department of Chemistry for support in the form of a Margaret Strauss Kramer Fellowship. We thank Dr. Chin Lin (NYU) for assistance with NMR spectroscopy and mass spectrometry. We also thank the Molecular Design Institute of NYU for purchasing a single-crystal diffractometer, and Dr. Chunhua Hu (NYU) for his assistance with data collection and structure determination. The Shared Instrumentation Facility in the Department of Chemistry was constructed through the support of the National Center for Research Resources, National Institutes of Health, under Research Facilities Improvement Award Number C06 RR-16572-01. The cryogenic probe for the 600 MHz NMR was acquired through the support of the National Institute of Health S10 grant under Award Number OD016343. Publisher Copyright: Copyright {\textcopyright} 2020 American Chemical Society. Copyright: Copyright 2020 Elsevier B.V., All rights reserved.",
year = "2020",
month = jun,
day = "19",
doi = "10.1021/acs.joc.0c00481",
language = "English (US)",
volume = "85",
pages = "7848--7862",
journal = "Journal of Organic Chemistry",
issn = "0022-3263",
publisher = "American Chemical Society",
number = "12",
}