Preliminary communication

A Case of Concerted Formation of Five and Six Member Rings; Solvolytic Behavior of 1-Aryl-1-chloro-4,8,13,17,21-pentamethyl-4,8,12,16,20-docosapentaenes

Ivica Malnar ; Faculty of Pharmacy and Biochemistry, University of Zagreb, A. Kova~i}a 1, P. O. Box 156, 10000 Zagreb, Croatia
Olga Kronja ; Faculty of Pharmacy and Biochemistry, University of Zagreb, A. Kova~i}a 1, P. O. Box 156, 10000 Zagreb, Croatia

Abstract

Chlorides 1 (1-aryl-1-chloro-4,8,13,17,21-pentamethyl-4,8,12,16,20-docosapentaenes) with various phenyl substituents were prepared, and solvolysis rates were measured in 80% (v/v) aqueous ethanol, and in 97% (w/w) aqueous 2,2,2-trifluoroethanol. Hammett ρ+ values obtained are -2.18, -2.13, resp., suggesting a concerted bicyclization in the rate determining step.

Keywords

Hrčak ID:

132140

URI

https://hrcak.srce.hr/132140

Publication date:

1.3.1999.

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