DFT Study on Zr-Catalyzed Alkene Hydroaminoalkylation: Origin of Regioselectivity, Diastereoselectivity, and Influence of Substrate

Autor:	Lizi Yang, Ran Fang, Lin Zhou, Alexander M. Kirillov
Rok vydání:	2021
Předmět:	chemistry.chemical_classification Chemistry Alkene Organic Chemistry Substrate (chemistry) Regioselectivity Biochemistry chemistry.chemical_compound Benzylamine Nucleophile Computational chemistry Electrophile Reactivity (chemistry) Physical and Theoretical Chemistry Selectivity
Zdroj:	Organic Letters. 23:583-587
ISSN:	1523-7052 1523-7060
DOI:	10.1021/acs.orglett.0c04119
Popis:	A DFT study was carried out to investigate a zirconium-catalyzed hydroaminoalkylation of alkenes with N-silylated benzylamine. A global reactivity index (GRI) analysis showed that that substrates act as electrophiles while the active zirconaaziridine behaves as a nucleophile. Furthermore, the distortion/interaction analysis unveiled the role of the distortion and interaction energies in controlling the regioselectivity and diastereoselectivity when different alkene substrates are used. These results provide an in-depth analysis on how the substrate type influences the product selectivity.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::e1309f08e99b2f660979aa75a9187604 https://doi.org/10.1021/acs.orglett.0c04119 Zobrazit plný text záznamu