Comparison of intermediates from the deamination of N-nitrosohydroxylamines and the reaction of alkyl azides with nitrosonium tetrafluoroborate

McGirk, Richard H.; White, Emil H.

doi:10.1021/ja00792a061

Cited by 5 publications

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“…The O 1 -acyl diazeniumdiolates are very unstable and rapidly decompose even at dry ice temperatures to generate nitrous oxide and the ester (eq 36). [165][166][167][168] The O 2 -acyl derivatives are equally unstable and yield analogous decomposition products. 111 The O 2 -tosyl diazeniumdiolates are quite stable and are the most studied derivatives.…”

Section: Reaction With Nucleophiles (Including Hydrolysis/ Solvolysis)mentioning

confidence: 99%

Chemistry of the Nitric Oxide-Releasing Diazeniumdiolate (“Nitrosohydroxylamine”) Functional Group and Its Oxygen-Substituted Derivatives

2002

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Joseph A. Hrabie received his entire education in the New York City public school system, including his Ph.D. degree in Chemistry (1981) under the guidance of Professor William F. Berkowitz at Queens College of the City University of New York. After postdoctoral research with Professor Herbert O. House at the Georgia Institute of Technology, he moved to the National Cancer Institute at Frederick and is currently a Senior Scientist with SAIC−Frederick, the primary NCI contractor at the site. In addition to many scientific publications, his continuing interest in nitric oxide chemistry has resulted in 15 U.S. patents. Larry K. Keefer received his B.A. degree from Oberlin College and his Ph.D. degree in Chemistry (1965) under the guidance of Professor Gloria G. Lyle at the University of New Hampshire. He held research positions at the Chicago Medical School and the University of Nebraska College of Medicine before coming to the National Cancer Institute in 1971. He and his colleagues in the NCI's Chemistry Section, Laboratory of Comparative Carcinogenesis, are intensively studying the chemistry and pharmacology of the diazeniumdiolates as nitric oxide sources for biomedical applications.This section contains a description of reactions that are used preparatively as well as those that do not

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Section: Reaction With Nucleophiles (Including Hydrolysis/ Solvolysis)mentioning

confidence: 99%

Chemistry of the Nitric Oxide-Releasing Diazeniumdiolate (“Nitrosohydroxylamine”) Functional Group and Its Oxygen-Substituted Derivatives

2002

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“…Reactions were run at 25 ± . 6 ArPhCHCl was added to AgBF4 and ArPhCHN3 in acetonitrile. c Actual yields of products determined by GLC and NMR analyses.…”

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confidence: 99%