Sánchez-Rodríguez E P, Hochberger-Roa F, Corona-Sánchez R, Barquera-Lozada J E, Toscano R A, Urrutigoïty M, Gouygou M, Ortega-Alfaro M C, López-Cortés J G
Instituto de Química, Universidad Nacional Autónoma de México, Circuito Exterior, Ciudad Universitaria, Coyoacán, C.P. 04510, CdMx, Mexico.
CNRS, LCC (Laboratoire de Chimie de Coordination), 205, route de Narbonne, 31077 Toulouse, France.
Dalton Trans. 2017 Jan 31;46(5):1510-1519. doi: 10.1039/c6dt04119a.
An efficient method to obtain chiral 1,2-disubstituted ferrocenyl ligands has been developed. The introduction of planar chirality was accomplished by using 2-thiazoline as an ortho-directing lithiation group, and moreover, these kinds of ligands possess a central chirality from the amino alcohol used in their synthesis. The X-ray analysis and DFT calculations confirmed the diastereoselectivity of ortho-lithiation and the configuration of the planar chirality. The ability of these new bidentate [N,S]-ferrocene ligands to act in Pd-catalyzed asymmetric allylic alkylation has also been demonstrated and compared with their oxazoline counterparts.
已开发出一种获得手性1,2 - 二取代二茂铁基配体的有效方法。通过使用2 - 噻唑啉作为邻位导向锂化基团来实现平面手性的引入，此外，这类配体因其合成中使用的氨基醇而具有中心手性。X射线分析和密度泛函理论（DFT）计算证实了邻位锂化的非对映选择性以及平面手性的构型。这些新型双齿[N,S] - 二茂铁配体在钯催化的不对称烯丙基烷基化反应中的作用也已得到证明，并与它们的恶唑啉类似物进行了比较。
