Methyl Anion Affinities of the Canonical Organic Functional Groups

Autor:	Dora Kadish, Pierre Baldi, David L. Van Vranken, Mohammadamin Tavakoli, Eugene S. Gutman, Aaron Mood
Rok vydání:	2020
Předmět:	chemistry.chemical_compound Chemistry Computational chemistry Organic Chemistry Electrophile Functional group Cationic polymerization Solvation model Linear correlation Affinities Ion
Zdroj:	The Journal of Organic Chemistry. 85:4096-4102
ISSN:	1520-6904 0022-3263
DOI:	10.1021/acs.joc.9b03187
Popis:	Calculated methyl anion affinities are known to correlate with experimentally determined Mayr E parameters for individual organic functional group classes but not between neutral and cationic organic electrophiles. We demonstrate that methyl anion affinities calculated with a solvation model (MAA*) give a linear correlation with Mayr E parameters for a broad range of functional groups. Methyl anion affinities (MAA*), plotted on the log scale of Mayr E, provide insights into the full range of electrophilicity of organic functional groups. On the Mayr E scale, the electrophilicity toward the methyl anion spans 180 orders of magnitude.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::5b82a1f4dbcacc1b921c6b476d19f367 https://doi.org/10.1021/acs.joc.9b03187 Zobrazit plný text záznamu