Naslov
Design of Organic Superbases and Superacids in silico

Autori
Kovačević, Borislav ; Maksić, Zvonimir B. ; Vianello, Robert

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

Izvornik
XIth International Congress of Quantum Chemistry 2003, Program and Abstracts / - Bon, 2003

Skup
XIth International Congress of Quantum Chemistry 2003

Mjesto i datum
Bonn, Njemačka, 20.07.2003. - 26.07.2003

Vrsta sudjelovanja
Poster

Vrsta recenzije
Međunarodna recenzija

Ključne riječi
-

Sažetak
Proton affinity (PA) and deprotonation energy (DPE) are pivotal in understanding the basicity and acidity of Brø nsted bases and acids, respectively. Particularly important topic in acid-base chemistry is engineering of strong and hyperstrong nautral organic superbases and superacids. Our strategy developed for this purpose will be expounded and illustrated by some representative examples. They convincinly show that neutral organic bases exhibiting proton affinity up to 300 kcal/mol are easily tailored by using the concept of aromatic domino effect triggered by protonation. The role of proper substituents placed at appropriate positions along the molecular backbone and the influence of intramolecular hydrogen bonding (IMHB) in determining high basicity will be stressed. Our findings are epitomized in the Aufbau principle, which proved useful in designing a ladder of organic superbases. Applying the same principles, we succeeded to construct organic molecules, which displayed acidity of unprecedented strength. It is beyond doubt that syntheses of these superbasic and superacid compounds and their chemical interaction will lead to many new and interesting phenomena. The influence of aprotic solvents will be briefly described and exemplified by acetonitrile.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

POVEZANOST RADA