Naslov
A DFT study of regioselectivity in diels-alder cycloaddition of e-benzilideneguanidine with 4, 5-, 5, 6- and 6, 7- indolynes

Autori
Antol, Ivana ; Margetić, Davor

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

Izvornik
21st European Symposium on Organic Chemistry, Poster Abstracts Book / Schnürch, Michael ; Maulide, Nuno - Beč : Techniche Universitat Wien, 2019

ISBN
978-3-9504809-2-4

Skup
21st European Symposium on Organic Chemistry

Mjesto i datum
Beč, Austrija, 14.07.2019. - 18.07.2019

Vrsta sudjelovanja
Poster

Vrsta recenzije
Međunarodna recenzija

Ključne riječi
DFT calculations ; Diels-Alder reaction

Sažetak
Cyclic guanidines are important subclass of naturally occurring guanidine compounds and medicinal agents [1]. The famous Diels-Alder reaction is very commonly used as a useful approach in the synthesis of cyclic organic compounds in a highly regio and stereoselective manner [2]. Hetero DA reaction, starting from the diaza-diene was shown to produce cyclic guanidines efficiently [3, 4]. However, potential of this reaction is still under- investigated. In this work Diels-Alder cycloaddition of 5, 6-, 6, 7- and 4, 5-indoyline (IL1-3) on the E- benzilideneguanidine (BGV) to produce cyclic gvanidinium adducts was studied by DFT approach (B3LYP) prior to experiment. It was shown that the reaction proceeds synchronously without energy barrier in all three cases. The regioselectivity of the reaction is thermodynamically controlled in the case of indoyline IL2.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

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