Barriers to rotation about the central butane bond of 2,2-dimethyl-3-phenylbutanes are unexpectedly low. This is discussed in terms of the conformation about the phenyl–Cα and Cα–Cβ bonds. The low barrier may be due to a ground state interaction between an ortho-hydrogen and the 1-methyl group of the butane. Other evidence of this interaction is adduced.
J. E. Anderson and H. Pearson, J. Chem. Soc., Perkin Trans. 2, 1974, 1779 DOI: 10.1039/P29740001779
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