Abstract
Most pK values of sp2-hydrogen atoms in the various types of organic compounds lie in the range of 30–40 [8]. With the exception of some heterocyclic compounds (e.g. 1,3-thiazole, 1-methylimidazole, polyfluorobenzenes, dimethylformamide and its sulfur analogue) the kinetic acidity of sp2-hydrogens in organic compounds is much lower than that of the ethynyl sp-hydrogen in terminal acetylenes. As a result of the available basic reagents, alkyllithiums are most frequently used for deprotonation. The same holds if the organometallic intermediate is to be generated via halogen-lithium exchange from a bromo or iodo derivative [8, 10].
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© 1987 Springer-Verlag Berlin Heidelberg
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Brandsma, L., Verkruijsse, H.D. (1987). Organometallic Reagents, Solvents and Laboratory Equipment. In: Preparative Polar Organometallic Chemistry. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-642-87921-0_2
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DOI: https://doi.org/10.1007/978-3-642-87921-0_2
Publisher Name: Springer, Berlin, Heidelberg
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