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We considered a phenyl group, but its correlated rotation is frustrated by an enthalpic preference for the same perpendicular orientation of the phenyl group in both the phosphirane and the transition state of respectively 0.3 and 2.5 kcal/mol at B3LYP/6-31G*.
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5 orientation in the three-membered ring geometry, and 0.7 kcal/mol for the staggered orientation in the transition state.
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Further details about the crystal structure determinations can be found in the Supporting Information. The crystallographic data have also been deposited with The Cambridge Crystallographic Data Centre, reference codes CCDC 296483 (a-2) and 296482 (a-3). These data can be obtained free of charge via www.ccdc.cam.ac.uk/data_request/cif.
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