Zusammenfassung
Scatter plot analyses for 14,169 phenylethanes of the substructure C beta-C alpha H2-Ph with three open coordination positions at C beta and 150,568 phenylethanes of C beta-C alpha HX-Ph with an additional open coordination position X at C alpha have been performed, based on searches in the Cambridge Structural Database. The correlation of rotation angle psi = C beta-C alpha-Ci-Co with a ...
Zusammenfassung
Scatter plot analyses for 14,169 phenylethanes of the substructure C beta-C alpha H2-Ph with three open coordination positions at C beta and 150,568 phenylethanes of C beta-C alpha HX-Ph with an additional open coordination position X at C alpha have been performed, based on searches in the Cambridge Structural Database. The correlation of rotation angle psi = C beta-C alpha-Ci-Co with a pyramidalization angle theta = Co-Co '-Ci-C alpha in a 360 degrees rotation about the bond C alpha-Ci reveals a sinusoidal pattern with three maxima and minima, whereas the correlation of rotation angle psi with bond angle omega = C beta-C alpha-Ci and bond length d = C beta- C alpha results in sinusoidal patterns with two maxima and minima. A total of 3993 nitro derivatives of the substructure C beta-C alpha HX-NO2 confirm the results and show that atoms Ci/Co/Co ' in the phenyl compounds can be replaced by atoms N/O/O ' without any change in the two- and threefold patterns. In 15,295 methyl acetates of the substructure C beta-C alpha HX-C '(=O)OMe, pyramidalization of the group C alpha C '(=O)OMe results in a chiral flat tetrahedron with four different corners. (R theta)/(S theta) selectivity in the configuration of the tetrahedron is induced by the bonds C alpha-C beta, C alpha-H, and C alpha-X, emanating from the tetrahedral center C alpha. It is surprising that bonds as different as C alpha-C beta, C alpha-H, and C alpha-X (X = H, C, N, O, S, etc.) give almost the same induction intensities.
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