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1 article(s) from Lebl, Tomas

The preferred conformation of erythro- and threo-1,2-difluorocyclododecanes

Yi Wang,
Peer Kirsch,
Tomas Lebl,
Alexandra M. Z. Slawin and
David O'Hagan

Beilstein J. Org. Chem. 2012, 8, 1271–1278, doi:10.3762/bjoc.8.143

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Figure 1: The Dunitz and Shearer structure of cyclododecane (1) [1,2]. There are four endo hydrogens above and fou...

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Figure 2: Crystal structures of (a) 1,1,4,4- (b) 1,1,7,7- and (c) 1,1,6,6-tetrafluorocyclododecanes (2–4) , i...

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Figure 3: Erythro- and threo-1,2-difluorocyclododecanes (5a and 5b).

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Scheme 1: Synthetic routes to erythro- (5a) and threo-1,2-difluorocyclododecane (5b).

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Figure 4: X-ray crystal structure of threo-1,2-difluorocyclododecane (5b) showing corner angles and represent...

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Figure 5: Variable-temperature ¹⁹F{¹H} NMR of erythro- (5a) and threo-1,2-difluorocyclododecane (5b).

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Figure 6: Calculated relative energies of the conformations of the erythro (5a) and threo (5b) stereoisomers ...

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Published 10 Aug 2012

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