Enantiopure Phospha[1]ferrocenophanes: Textbook Examples of Through‐Space Nuclear Spin–Spin Coupling. Issue 33 (15th May 2018)

• Record Type: Journal Article
• Authors: Sadeh, Saeid; Cao, My P. T.; Quail, J. Wilson; Zhu, Jianfeng; Müller, Jens
• Is Part Of: Chemistry. Volume 24:Issue 33(2018)
• Page Start: 8298
• Page End: 8301
• Publication Date: 2018-05-15
• Subjects: ferrocenophanes -- planar chirality -- sandwich complexes -- strained molecules -- through-space coupling; Chemistry -- Periodicals; 540
• DOI: 10.1002/chem.201801139
• Languages: English
• ISSNs: 0947-6539

Abstract

Abstract: Three enantiopure phospha[1]ferrocenophanes (2 R ) 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 i Pr groups adjacent to phosphorus. Surprisingly, all three phospha[1]ferrocenophanes show an uncommon through‐space nuclear 1 H– 31 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. Abstract : Three enantiopure phospha[1]ferrocenophanes were synthesized by a salt‐metathesis approach and revealed an uncommon through‐space nuclear 1 H− 31 P coupling. As a result of the embedded symmetry, these new compounds are ideal examples to differentiate between through‐space (green line) and through‐bond (red line) coupling mechanisms in NMR spectroscopy.