Department of Chemistry, University of Saskatchewan, 110 Science Place, Saskatoon, SK, S7N 5C9, Canada.
Current address: Crosslight Software Inc., 230-3410 Lougheed Hwy, Vancouver, BC, V5M 2A4, Canada.
Chemistry. 2018 Jun 12;24(33):8298-8301. doi: 10.1002/chem.201801139. Epub 2018 May 15.
Three enantiopure phospha[1]ferrocenophanes (2 ) equipped with either a phenyl, an isopropyl, or a tert-butyl group at the bridging phosphorus atom were synthesized by a salt-metathesis approach in isolated yields between 52 and 63 %. The chirality in these strained sandwich compounds stems from the planar-chiral ferrocene moiety, which is symmetrically equipped with two iPr groups adjacent to phosphorus. Surprisingly, all three phospha[1]ferrocenophanes show an uncommon through-space nuclear H- P coupling. As a result of the embedded symmetry, these new compounds are ideal examples to differentiate between through-space and through-bond coupling mechanisms in NMR spectroscopy.
三种对映纯膦[1]二茂铁(2)通过盐-复分解方法合成,在桥接磷原子上分别带有苯基、异丙基或叔丁基,产率在 52%至 63%之间。这些受应变的夹心化合物中的手性源于平面手性二茂铁部分,它对称地配备有两个相邻磷的异丙基。令人惊讶的是,所有三种膦[1]二茂铁都表现出不常见的通过空间核 H-P 耦合。由于嵌入的对称性,这些新化合物是在 NMR 光谱中区分通过空间和通过键耦合机制的理想示例。