Pregled bibliografske jedinice broj: 1158003
Mechanism of solvolysis of substituted benzyl chlorides in aqueous ethanol
Mechanism of solvolysis of substituted benzyl chlorides in aqueous ethanol // Tetrahedron, 103 (2022), 132548, 8 doi:10.1016/j.tet.2021.132548 (međunarodna recenzija, članak, znanstveni)
CROSBI ID: 1158003 Za ispravke kontaktirajte CROSBI podršku putem web obrasca
Naslov
Mechanism of solvolysis of substituted benzyl
chlorides in aqueous ethanol
Autori
Denegri, Bernard ; Matić, Mirela ; Vaško, Monika
Izvornik
Tetrahedron (0040-4020) 103
(2022);
132548, 8
Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni
Ključne riječi
benzyl chloride ; solvolysis ; SN1 mechanism ; SN2 mechanism ; Hammett-Brown correlation ; DFT
Sažetak
The mechanism of solvolyses of activated ortho-, meta- and para-substituted benzyl chlorides in aqueous ethanol has been studied by using the Hammett-Brown and Yukawa-Tsuno treatments as well as by correlating logarithms of solvolysis rate constants with relative stabilities of corresponding benzyl carbocations in water calculated at the IEFPCM-M06–2X/6-311+G(3df, 3pd) level of theory. Benzyl chlorides containing strong conjugative electron-donors in the para- position solvolyze by the SN1 mechanism, whereas other activated benzyl chlorides solvolyze by the SN2 mechanism via loose transition states.
Izvorni jezik
Engleski
Znanstvena područja
Kemija
POVEZANOST RADA
Ustanove:
Farmaceutsko-biokemijski fakultet, Zagreb
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
- MEDLINE
