Revisiting the Long-Range Perlin Effect in a Conformationally Constrained Oxocane

J Org Chem. 2018 Sep 7;83(17):10501-10504. doi: 10.1021/acs.joc.8b00935. Epub 2018 Aug 23.

Abstract

Unusual 1 JCH values for an oxocane derivative were recently reported, highlighting the unexpected long-range Perlin effect for the 1 JCH. According to our theoretical and experimental results listed in this paper, the previous published data cannot be supported. Moreover, when comparing the previously studied oxocane derivative with analogous molecules, we realized that the difference between J-couplings actually comes from the increase in the 1 JC-Hax instead of decreasing of 1 JC-Heq, as suggested.