French Family Science Center, Duke University, Durham, NC 27708-0346 (USA).
Angew Chem Int Ed Engl. 2015 Feb 9;54(7):2251-4. doi: 10.1002/anie.201410871. Epub 2014 Dec 22.
The cationic gold phosphine complex {PCy2 (o-biphenyl)}Au(NCMe) SbF6 (-) (Cy=cyclohexyl) catalyzes the intermolecular, anti-Markovnikov hydroamination reaction of monosubstituted and cis- and trans-disubstituted alkylidenecyclopropanes (ACPs) with imidazolidin-2-ones and other nucleophiles. This reaction forms 1-cyclopropyl alkylamine derivatives in high yield and with high regio- and diastereoselectivity. NMR spectroscopic analysis of gold π-ACP complexes and control experiments point to the sp hybridization of the ACP internal alkene carbon atom as controlling the regiochemistry of the ACP hydroamination reaction.
阳离子金膦配合物 [{PCy2 (邻联苯)}Au(NCMe)] + SbF6 - (Cy=环己基) 催化单取代和顺式及反式二取代亚烷基环丙烷 (ACPs) 与咪唑烷-2-酮和其他亲核试剂的分子间反马氏加成氨化反应。该反应以高产率和高区域选择性和非对映选择性形成 1-环丙基烷基胺衍生物。金 π-ACP 配合物的 NMR 光谱分析和控制实验表明，ACP 内烯烃碳原子的 sp 杂化控制着 ACP 氨化反应的区域化学。
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