Computational study of electronic influence of guanidine substitution on diels-alder reactions of heterocyclic dienes
Quantum-chemical calculations of cycloaddition properties of cyclic heterodienes substituted with guanidine functionality were carried out. Molecular and electronic structures of series of dienes (pyrrole, furan, thiophene, isoindole and 1,3-butadiene) were calculated and reactivity order establishe...
| Permalink: | http://skupnikatalog.nsk.hr/Record/nsk.NSK01001074258/Details |
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| Matična publikacija: |
Croatica chemica acta (Online) 92 (2019), 2 ; str. 279-286 |
| Glavni autori: | Antol, Ivana (Author), Barešić, Luka, Glasovac, Zoran, Margetić, Davor |
| Vrsta građe: | e-članak |
| Jezik: | eng |
| Predmet: | |
| Online pristup: |
https://doi.org/10.5562/cca3570 Hrčak |
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| 001 | NSK01001074258 | ||
| 003 | HR-ZaNSK | ||
| 005 | 20220120180420.0 | ||
| 006 | m d | ||
| 007 | cr|||||||||||| | ||
| 008 | 200916s2019 ci d |o |0|| ||eng | ||
| 024 | 7 | |2 doi |a 10.5562/cca3570 | |
| 035 | |a (HR-ZaNSK)001074258 | ||
| 040 | |a HR-ZaNSK |b hrv |c HR-ZaNSK |e ppiak | ||
| 041 | 0 | |a eng |b eng | |
| 042 | |a croatica | ||
| 044 | |a ci |c hr | ||
| 080 | 1 | |a 54 |2 2011 | |
| 100 | 1 | |a Antol, Ivana |4 aut | |
| 245 | 1 | 0 | |a Computational study of electronic influence of guanidine substitution on diels-alder reactions of heterocyclic dienes |h [Elektronička građa] / |c Ivana Antol, Luka Barešić, Zoran Glasovac, Davor Margetić. |
| 300 | |b Graf. prikazi. | ||
| 504 | |a Bibliografija: 37 jed. | ||
| 504 | |a Summary. | ||
| 520 | |a Quantum-chemical calculations of cycloaddition properties of cyclic heterodienes substituted with guanidine functionality were carried out. Molecular and electronic structures of series of dienes (pyrrole, furan, thiophene, isoindole and 1,3-butadiene) were calculated and reactivity order established on the basis of FMO theory. Transition state calculations of model [4+2] cycloaddition reaction with acetylene indicate that guanidine substitution influences reaction barriers in moderate extent (up to ~4 kcal mol–1). The substitution position plays an important role on the sign and magnitude of the effect and protonation of nitrogen possessing substituents increases reactivity of dienes. | ||
| 653 | 0 | |a Heterociklički spojevi |a Dieni |a Supstitucija |a Gvanidin |a Diels-Alderova reakcija |a Cikloadicija |a Kompleksni spojevi |a Kvantno-kemijski računi |a Elektronska struktura |a Fizikalno-kemijska svojstva | |
| 700 | 1 | |a Barešić, Luka |4 aut | |
| 700 | 1 | |a Glasovac, Zoran |4 aut | |
| 700 | 1 | |a Margetić, Davor |4 aut | |
| 773 | 0 | |t Croatica chemica acta (Online) |x 1334-417X |g 92 (2019), 2 ; str. 279-286 |w nsk.(HR-ZaNSK)000255036 | |
| 981 | |b Be2019 |b B05/19 | ||
| 998 | |b dalo2010 | ||
| 856 | 4 | 0 | |u https://doi.org/10.5562/cca3570 |
| 856 | 4 | 0 | |u https://hrcak.srce.hr/227083 |y Hrčak |
| 856 | 4 | 1 | |y Digitalna.nsk.hr |