Naslov
Konformacijska izomerija i tautomerija u 1, 2-dihidro-1, 3, 5-triazinima – Eksperimentalni i teorijski studij
(Conformational isomerism and tautomerism in 1, 2-dihydro-1, 3, 5-triazines – an experimental and theoretical study)

Autori
Štrukil, Vjekoslav ; Eckert-Maksić, Mirjana

Vrsta, podvrsta i kategorija rada
Sažeci sa skupova, sažetak, znanstveni

Izvornik
XXII. Hrvatski skup kemičara i kemijskih inženjera Knjiga sažetaka / Tomašić, Vesna ; Maduna Valkaj, Karolina - Zagreb : Hrvatsko društvo kemijskih inženjera i tehnologa (HDKI) ; Hrvatsko kemijsko drustvo, 2011

ISBN
978-953-6894-42-0

Skup
XXII. Hrvatski skup kemičara i kemijskih inženjera

Mjesto i datum
Zagreb, Hrvatska, 13.02.2011. - 16.02.2011

Vrsta sudjelovanja
Poster

Vrsta recenzije
Domaća recenzija

Ključne riječi
konformacijska izomerija; tautomerija; 1; 2-dihidro-1; 3; 5-triazini
(conformational isomerism; tautomerism; 1; 2-dihydro-1; 3; 5-triazines)

Sažetak
Recently, we prepared a series of novel triguanide derivatives which were subsequently established to undergo a cyclisation reaction yielding the appropriate 1, 2, 4, 6-tetrasubstituted 1, 3, 5-triazines. Since the ubiquitous 1, 3, 5-triazine unit has found its application in many fields of research ranging from material science to pharmaceuticals, a research on the electronic and structural characteristics of triazines provides a better understanding of the principles governing their reactivity and allows a rational design of new triazine-based compounds with improved properties. With respect to their structure, 1, 2, 4, 6-tetrasubstituted triazines can exist in several tautomeric forms of which the 1, 2-dihydro is the most stable one. We report on the variable temperature solution NMR study of conformational isomerism in 1, 2-dihydrotriazine 1 and its perchlorate salt [1H]ClO4 and show how the computationally predicted results correlate with the experimentally observed ones. Both neutral and cationic species display a rotational barrier as a function of the state of protonation. Such behaviour is found to be associated with a resonance stabilisation of the molecular framework which further enhances upon protonation at the exocyclic imino nitrogen atom.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

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