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- W2068074650 abstract "The synthesis of 2,3-didehydro[15]crown-5 and −[18]crown-6 derivatives 4a, b with vicinal α-naphthyl groups at the double bonds starting from α-naphthoin (3) is described. The barriers to rotation of the naphthyl groups were probed by MM2 and by dynamic 1H-NMR spectroscopy. An achiral syn and a chiral anti conformation were experimentally observed at −90°C for the free ligands and at −40°C for the complexes. The experimental ΔG≠ and the calculated ΔH≠ values are in fair agreement. The barriers are substantially higher in the alkali metal complexes than in the free ligands. In the presence of racemic and potassium S-(+)-mandelate non-equilibrating ion pairs with 4b were observed by low-temperature 1H-NMR spectroscopy for the anti conformation." @default.
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- W2068074650 date "1996-10-01" @default.
- W2068074650 modified "2023-10-13" @default.
- W2068074650 title "Conformations and Rotational Barriers of (Z)-1,2-α-Naphthostilbene Crown Ethers and Their Alkali Metal Complexes" @default.
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- W2068074650 doi "https://doi.org/10.1002/jlac.199619961021" @default.
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