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Pregled bibliografske jedinice broj: 690114

Predominance of the triketo tautomer in acyldipivaloylmethanes in solution and the solid state


Stilinović, Vladimir; Portada, Tomislav; Kaitner, Branko
Predominance of the triketo tautomer in acyldipivaloylmethanes in solution and the solid state // Journal of molecular structure, 1063 (2014), 123-130 doi:10.1016/j.molstruc.2014.01.061 (međunarodna recenzija, članak, znanstveni)


Naslov
Predominance of the triketo tautomer in acyldipivaloylmethanes in solution and the solid state

Autori
Stilinović, Vladimir ; Portada, Tomislav ; Kaitner, Branko

Izvornik
Journal of molecular structure (0022-2860) 1063 (2014); 123-130

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

Ključne riječi
Keto-enol tautomerism; triketone; crystal structure; NMR

Sažetak
A series of five acyldipivaloylmethanes was prepared and studied with respect to keto–enol tautomerism. In the solid state all the compounds exist as triketo tautomers with the triketo group of approximate C3 symmetry. MNR and IR spectroscopy were employed to study the compounds in a variety of solvents. No diketoenol tautomers were detected in any of the solutions. However, a slow deuteration was noticed in the CD3OD solution of acetyldipivaloylmethane which indicates presence of a minute amount of the enol form of this compound. The predominance of the triketo tautomer in all the compounds was explained by the destabilisation of the enol due to steric repulsions of the bulky tert-butyl substituents.

Izvorni jezik
Engleski

Znanstvena područja
Kemija



POVEZANOST RADA


Projekt / tema
098-0982904-2912 - Samo-udruživanje u gelovima i sinteza funkcionalnih hibridnih materijala (Leo Frkanec, )
119-1193079-3069 - Novi organski i koordinacijski spojevi - sinteza i suodnos struktura-svojstvo (Branko Kaitner, )

Ustanove
Institut "Ruđer Bošković", Zagreb,
Prirodoslovno-matematički fakultet, 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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