N-Methylation of adamantane-substituted oxalamide unit affects its conformational rigidity: Askew conformation of the oxalamide brigde

Crosbi ID134372
Bib IRB ID310387
Year2008
StatusObjavljeno
Typeprilog u časopisu
Subtypeizvorni znanstveni rad
AuthorsDžolić, Zoran ; Margeta, Renato ; Vinković, Marijana ; Štefanić, Zoran ; Kojić-Prodić, Biserka ; Mlinarić-Majerski, Kata ; Žinić, Mladen
JournalJournal of molecular structure
Volume876
Issue1-3
Pagesstr. 218-224
DOI10.1016/j.molstruc.2007.06.024
ISSN0022-2860
EISSN1872-8014
Titles

en original N-Methylation of adamantane-substituted oxalamide unit affects its conformational rigidity: Askew conformation of the oxalamide brigde

Abstracts
en original

The synthesis of adamantane functionalized retropeptides, N, N´-bis(2-adamantyl-2-carboxylic acid methyl ester)oxalamide (1) and N-methyl-N, N´-bis(2-adamantyl-2-carboxylic acid methyl ester)oxalamide (2), as well as the influence of the N-methylation on the conformational preferences of oxalamide group are described. In th solid state the oxalamide group of 1 is planar while in the retropeptide 2 adopts a skew-conformation.

Keywords

en original adamantane ; N-methylation ; oxalamides ; X-ray structure

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Citations
Džolić, Zoran ; Margeta, Renato ; Vinković, Marijana ; Štefanić, Zoran ; Kojić-Prodić, Biserka ; Mlinarić-Majerski, Kata ; Žinić, Mladen
N-Methylation of adamantane-substituted oxalamide unit affects its conformational rigidity: Askew conformation of the oxalamide brigde // Journal of molecular structure, 876 (2008), 1-3; 218-224. doi: 10.1016/j.molstruc.2007.06.024
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