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Li, Le; Hsu, Jer-Ray; Zhao, Hongqing und Ofial, Armin R. ORCID logoORCID: https://orcid.org/0000-0002-9600-2793 (26. January 2023): Nucleophilicities of Cyclic α-Diazo Carbonyl Compounds. In: European Journal of Organic Chemistry, Vol. 26, No. 10, e202300005 [PDF, 4MB]

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Abstract

The kinetics of the reactions of cyclic α-diazo carbonyl compounds with electrophilic benzhydrylium ions were evaluated to determine the Mayr reactivity descriptors N (and sN) of the nucleophiles. Interestingly, the thus obtained N scale also reflects relative reactivities of the diazo compounds in 1,3-dipolar cycloadditions with dimethyl acetylenedicarboxylate.

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