Proton-catalyzed hydroamination and hydroarylation reactions of anilines and alkenes: A dramatic effect of counteranions on reaction efficiency
Proton-catalyzed hydroamination and hydroarylation reactions of anilines and alkenes: A dramatic effect of counteranions on reaction efficiency
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DOI：
10.1021/ja053700i
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发表时间：
2005-10-26
影响因子：
15
通讯作者：
Bergman, RG
中科院分区：
文献类型：
--
作者：
Anderson, LL;Arnold, J;Bergman, RG
苯胺鎓盐[PhNH 3][B（C6 F5）4]已被鉴定为用于几种不同类型的烯烃与苯胺的加氢胺化和加氢芳基化的催化剂。该酸的弱配位离子在这一转变中起着关键作用。该反应对于苯乙烯是容易的，并且耐受异戊烯、环烯烃和环己二烯。加氢胺化和加氢芳基化产物之间的选择性可以使用反应时间、温度和底物取代来调节。详细讨论了该加氢胺化/加氢芳基化反应的底物范围和选择性。
The anilinium salt, [PhNH3][B(C6F5)4], has been identified as a catalyst for the hydroamination and hydroarylation of several different types of alkenes with anilines. The weakly coordinating counterion of this acid plays a key role in this transformation. The reaction is facile for styrenes and tolerates norbornene, cyclic alkenes, and cyclohexadiene. Selectivity between hydroamination and hydroarylation products can be tuned using reaction time, temperature, and substrate substitution. Details regarding the substrate scope and selectivity of this hydroamination/hydroarylation reaction are discussed.