Pregled bibliografske jedinice broj: 880662
Impact of Electronic Effects on the Nucleofugality of Leaving Groups
Impact of Electronic Effects on the Nucleofugality of Leaving Groups // Synthesis, 49 (2017), 15; 3422-3432 doi:10.1055/s-0036-1590792 (međunarodna recenzija, pregledni rad, znanstveni)
CROSBI ID: 880662 Za ispravke kontaktirajte CROSBI podršku putem web obrasca
Naslov
Impact of Electronic Effects on the Nucleofugality of Leaving Groups
Autori
Denegri, Bernard ; Matić, Mirela ; Kronja, Olga
Izvornik
Synthesis (0039-7881) 49
(2017), 15;
3422-3432
Vrsta, podvrsta i kategorija rada
Radovi u časopisima, pregledni rad, znanstveni
Ključne riječi
nucleofugality, inductive effects, negative hyperconjugation, intrinsic barrier, solvolysis
Sažetak
A short review of the development of nucleofugality and electrofugality scales based on solvolysis rates of benzhydryl derivatives is presented. Accordingly, the rate of the heterolytic step in the SN1 displacement reaction and the leaving group ability (nucleofugality) in a given solvent are related with the special linear free energy relationship (LFER) equation: log k = sf(Nf + Ef). The impact of electronic effects in the leaving group (nucleofuge) on the overall SN1 reactivity of the substrate is given. The importance of inductivity, resonance, polarity and field effects in the leaving group moiety in the transition state is analyzed. Also, the effect of the negative hyperconjugation and the influence of other electronic effects in the leaving group on the height of the reaction intrinsic barrier are considered.
Izvorni jezik
Engleski
Znanstvena područja
Kemija
Citiraj ovu publikaciju:
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
