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Preference of cis-thioamide structure in N-thioacyl-N-methylanilines.
Autorzy
Rok wydania
2020
Czasopismo
Numer woluminu
22
Strony
9500-9505
DOI
10.1021/acs.orglett.0c03512
Kolekcja
Język
Angielski
Typ publikacji
Artykuł
The thioamide group represents a highly attractive isostere of the amide bond. We report a combined structural and computational study on cis-thioamide conformation of N-thioacyl-N-methylanilines. Amide to thioamide replacement in a class of anilides that are highly valuable as conformational locks results in a higher preference for cis conformation in a unique compacted template intrinsic to the thioamide structure. The study strongly supports the use of N-methylthioanilides as cis-conformational locks in various facets of chemistry.
Słowa kluczowe
Amides, Chemical structure, Oxygen, Conformation, Resonance structures
Adres publiczny
http://dx.doi.org/10.1021/acs.orglett.0c03512
Strona internetowa wydawcy
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