Pregled bibliografske jedinice broj: 43524
Biomimetic Rearrgament of the 2-cyclopentyl-2-propyl Cation
Biomimetic Rearrgament of the 2-cyclopentyl-2-propyl Cation // Journal of Physical Organic Chemistry, 13 (2000), 616-619 (međunarodna recenzija, članak, znanstveni)
CROSBI ID: 43524 Za ispravke kontaktirajte CROSBI podršku putem web obrasca
Naslov
Biomimetic Rearrgament of the 2-cyclopentyl-2-propyl Cation
Autori
Vrček, Valerije ; Siehl, Hans-Ullrich ; Kronja, Olga
Izvornik
Journal of Physical Organic Chemistry 13
(2000);
616-619
Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni
Ključne riječi
carbocations; rearrangement; ring expansion; NMR spectroscopy; quantum-chemical DFT calculations
Sažetak
In order to investigate the mechanism of the five membered ring enlargement in carbocation intermediates in steroid biosynthesis, the rearrangement processes in the model carbocation, the 2-cyclopentyl-2-propyl cation 5, were followed by means of ^1H and ^13C NMR spectroscopy. Carbocations 5A and 5B were prepared in SbF_5 / SO_2ClF / SO_2F_2 from the corresponding alcohol precursors. At about -100 °C a ring enlargement process takes place to give the 1,2-dimethylcyclohexyl cation 7. Quantum chemical calculations of model carbocation structures 5A, 5B, 6 and 7 were carried out at HF/6-31G(d) and B3LYP/6-31G(d) levels of theory.
Izvorni jezik
Engleski
Znanstvena područja
Kemija
Citiraj ovu publikaciju:
Časopis indeksira:
- Current Contents Connect (CCC)
- Web of Science Core Collection (WoSCC)
- SCI-EXP, SSCI i/ili A&HCI
