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Extended π-Participation in Biomimetic Cyclization of Squalene Derivatives

Stanko Borčić ; Department of Chemistry, Faculty of Pharmacy and Biochemistry, University of Zagreb, Ante Kovačića 1, 10000 Zagreb, Croatia
Krešìmir Humski ; Department of Chemistry, Faculty of Pharmacy and Biochemistry, University of Zagreb, Ante Kovačića 1, 10000 Zagreb, Croatia
Olga Kronja ; Department of Chemistry, Faculty of Pharmacy and Biochemistry, University of Zagreb, Ante Kovačića 1, 10000 Zagreb, Croatia
Ivica Malnar ; Department of Chemistry, Faculty of Pharmacy and Biochemistry, University of Zagreb, Ante Kovačića 1, 10000 Zagreb, Croatia


Puni tekst: engleski pdf 19.717 Kb

str. 1347-1359

preuzimanja: 160

citiraj


Sažetak

Chlorides 4 (1-aryl-1-chloro-5,9,14,18,22-pentamethyl-5,9,13,17,21- tricosapentaenes) with various phenyl substituents were prepared, and solvolysis rates were measured in aqueous ethanol Op = 95% and 80%) and in aqueous 2,2,2-trifluoroethanol (w = 97%). Hammett p+ values obtained are -1.86, —1.81 and —1.56, respectively, suggesting concerted cyclization of at least two double bonds in the rate determining step.

Ključne riječi

Hrčak ID:

135974

URI

https://hrcak.srce.hr/135974

Posjeta: 305 *