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- W2020970026 abstract "Cyclododecane adopts a square-like structure with corner and edge CH 2 groups. In this study e rythro- and threo -1,2-difluorocyclododecanes were prepared to explore whether the two vicinal C–F bonds, with different relative configurations, preferably locate at corner/edge or edge/edge locations. Conformational analysis comparing the diastereoisomers was explored by using a combination of 19 F{ 1 H} NMR spectroscopy, computational studies and, in the case of the threo isomer, X-ray structural analysis. In the lowest energy conformers for both diastereoisomers the vicinal C–F bonds are located corner/edge, rather than edge/edge. These structures avoid placing a C–F bond endo into the ring, and appear to benefit from C–CHF–C angle widening, which relaxes 1,4-H,H transannular interactions." @default.
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- W2020970026 date "2012-08-10" @default.
- W2020970026 modified "2023-10-17" @default.
- W2020970026 title "The preferred conformation of <i>erythro-</i> and <i>threo-</i>1,2-difluorocyclododecanes" @default.
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- W2020970026 doi "https://doi.org/10.3762/bjoc.8.143" @default.
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