five

Discovery of a Long-Range Perlin Effect in a Conformationally Constrained Oxocane

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https://figshare.com/articles/dataset/Discovery_of_a_Long-Range_Perlin_Effect_in_a_Conformationally_Constrained_Oxocane/3457196
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Herein, we present the crystal structure, NMR J analysis, and conformational and natural bond order analyses of tricyclic oxocane (1), resulting in the discovery of a long-range Perlin effect at C4 and C5. The normal Perlin effect (NPE) of Δ1JC–H = 18.38 Hz at C5 is the largest to date for a nonanomeric methylene due to an unprecedented through-space n → σ* stabilizing interaction. The NPE at C4 where Δ1JC–H = 6.91 Hz is nearly double those found in cyclohexanone.
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2016-06-27
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