Extended pi-participation in biomimetic cyclization of squalene derivatives

被引:0
|
作者
Borcic, S [1 ]
Humski, K [1 ]
Kronja, O [1 ]
Malnar, I [1 ]
机构
[1] UNIV ZAGREB,DEPT CHEM,FAC PHARM & BIOCHEM,ZAGREB 10000,CROATIA
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中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
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 (phi = 95% and 80%) and in aqueous 2,2,2-trifluoroethanol (omega = 97%). Hammett rho(+) 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.
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页码:1347 / 1359
页数:13
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