Journal
ORGANIC LETTERS
Volume 11, Issue 11, Pages 2313-2316Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol9006635
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- EPSRC
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The favored (R-s*,M*) diastereoisomer of 2-aryl-pyridine 1 in the solution state results from intramolecular dipole-dipole interactions. In the crystalline state, intermolecular interactions dominate, and the conformation switches reversibly to (R-s*,P*). Only racemic 1 exhibits this switching property: enantiomerically pure 1 exists as the (R-s*,M*) diastereoisomer in both the solution and crystalline state.
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