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Beilstein J. Org. Chem. 2012, 8, 50–60, doi:10.3762/bjoc.8.5
Graphical Abstract
Scheme 1: Molecular structures of 1/2-H and their corresponding ortho-lithiates [21].
Scheme 2: Molecular structures of 3/4-H and their corresponding lateral lithiates [23,24].
Scheme 3: Conversion of kinetic ortho-lithiate into the thermodynamic lateral lithiate under the influence of...
Scheme 4: Molecular structure of 5-H and its lateral and ortho-lithiates [20].
Scheme 5: Lateral metallation of 6-H using t-BuLi in the presence of Lewis base L.
Figure 1: Molecular structure of 6-Lil·PMDTA; H-atoms (excl. H8) omitted for clarity. Selected bond lengths (...
Scheme 6: Comparison of aromatic and aryl–(α-C) bond distances in 5-Lil·L [20] and 6-Lil·L (L = PMDTA).
Figure 2: Molecular structure of 6-Lil·DGME; H-atoms omitted. Selected bond lengths (Å) and angles (°): O1–Li...
Figure 3: Computed minimum energy conformers (B3LYP density functional/6-311++G(2d,2p) basis set; H-atoms omi...