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Pregled bibliografske jedinice broj: 314123

Conformational Analysis of 2-(1-Adamantyl)-3-Hydroxybutyric Acid by 1H NMR Spectroscopy and Computational Studies


Ganguli, Bishwajit; Singh, Ajeet; Basarić, Nikola; Matković, Marija; Mlinarić-Majerski, Kata
Conformational Analysis of 2-(1-Adamantyl)-3-Hydroxybutyric Acid by 1H NMR Spectroscopy and Computational Studies // Journal of Molecular Structure, 888 (2008), 1-3; 238-243 doi:10.1016/j.molstruc.2007.12.022 (međunarodna recenzija, članak, znanstveni)


Naslov
Conformational Analysis of 2-(1-Adamantyl)-3-Hydroxybutyric Acid by 1H NMR Spectroscopy and Computational Studies

Autori
Ganguli, Bishwajit ; Singh, Ajeet ; Basarić, Nikola ; Matković, Marija ; Mlinarić-Majerski, Kata

Izvornik
Journal of Molecular Structure (0022-2860) 888 (2008), 1-3; 238-243

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
Adamantane; Hidrogen bonds; DFT; NMR spectroscopy

Sažetak
Erythro- and threo- isomers of 2-(1-adamantyl)-3-hydroxybutiric acid (1) have been syntesized, separated and caracterized by 1H NMR spectroscopy. The NMR study showed that threo-1 is present predominantly in intramolecular H-bonded form, whereas there is a rotational mobility in erythro-1. The conformations of erythro- and threo- isomers were examined computationally using the AMBER force filed and density functional calculations. The computed results were found to be in agreement with the observed experimental results, that is threo-1 was found to be intramolecularly hydrogen bonded, while the most stable conformation for erythro-1 was non-hydrogen bonded. The large difference between the the values of the vicinal coupling constant in 1H NMR obtained in CDCl3, CD3CN and d6-DMSO can be an idicator for the intramolecular H-bonding in the case when X-ray structural analysis and high level computations are not possible.

Izvorni jezik
Engleski

Znanstvena područja
Kemija



POVEZANOST RADA


Projekt / tema
098-0982933-2911 - Kavezasti spojevi: ugradbene jedinice u molekularnim sustavima (Kata Majerski, )

Ustanove
Institut "Ruđer Bošković", Zagreb

Časopis indeksira:


  • Current Contents Connect (CCC)
  • Web of Science Core Collection (WoSCC)
    • Science Citation Index Expanded (SCI-EXP)
    • SCI-EXP, SSCI i/ili A&HCI
  • Scopus


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