Selective Conversion of Unactivated C–N Amide Bond to C–C bond via Steric and Electronic Resonance Destabilization

Autor:	Victor Adebomi, Yuwen Wang, Mahesh Sriram, Monika Raj
Rok vydání:	2022
Předmět:	Nylons Organic Chemistry Electronics Physical and Theoretical Chemistry Amides Biochemistry Article
Zdroj:	Org Lett
ISSN:	1523-7052 1523-7060
DOI:	10.1021/acs.orglett.2c02420
Popis:	The chemo- and site-selective reaction at the particular C─N amide bond among a sea of other amides is a significant and long-standing challenge. Although the use of twisted amides has been demonstrated for modifications of inert C─N amide bonds, none of these methods can selectively activate a particular amide bond for C─C bond formation in the presence of similar amides. Using density functional theory as a guide, we report the first site-selective C─C bond modification of a particular C─N amide bond in polyamides with a low twist angle by combining ground-state steric distortion with electronic activation.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::ca59238ddfa84d5f0525a05ddc7d1de2 https://doi.org/10.1021/acs.orglett.2c02420 Zobrazit plný text záznamu