The regiochemistry of the addition of PhSeCl to arylferrocenylethynes: A cooperative effect?

被引:9
作者
Brunetti, T [1 ]
Diddoro, M [1 ]
Di Vona, ML [1 ]
Floris, B [1 ]
Galloni, P [1 ]
Licoccia, S [1 ]
机构
[1] Univ Roma Tor Vergata, Dipartimento Sci & Tecnol Chim, I-00133 Rome, Italy
关键词
alkynyl ferrocenes; phenylselenylation; electrophilic addition; selenium; ferrocenes;
D O I
10.1002/ejoc.200300639
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
PhSeCl adds to arylferrocenylethynes giving two regioisomers, ArC(Cl)=C(SePh)Fc and ArC(SePh)=C(Cl)Fc in different amounts, due to a favourable Se-Fe interaction. Se-77 NMR spectroscopy was useful for identifying the addition products. Kinetic experiments were also performed and a correlation was found using Hammett sigma values. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004).
引用
收藏
页码:521 / 526
页数:6
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