Quantifying the Role of Anion−π Interactions in Anion−π Catalysis

Autor:	Steven E. Wheeler, Tongxiang Lu
Rok vydání:	2014
Předmět:	chemistry.chemical_classification Elimination reaction chemistry Computational chemistry Organic Chemistry Organic chemistry Non-covalent interactions Naphthalene diimide Activation energy Physical and Theoretical Chemistry Biochemistry Catalysis Ion
Zdroj:	Organic Letters. 16:3268-3271
ISSN:	1523-7052 1523-7060
DOI:	10.1021/ol501283u
Popis:	Matile et al. introduced the concept of anion-π catalysis [Angew. Chem., Int. Ed. 2013, 52, 9940; J. Am. Chem. Soc. 2014, 136, 2101], reporting naphthalene diimide (NDI)-based organocatalysts for the Kemp elimination reaction. We report computational analyses of the operative noncovalent interactions, revealing that anion-π interactions actually increase the activation barriers for some of these catalyzed reactions. We propose new catalysts that are predicted to achieve significant lowering of the activation energy through anion-π interactions.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::bb51eb3a65d3163e0594f83a79ee40ee https://doi.org/10.1021/ol501283u Zobrazit plný text záznamu