Abstract
This chapter is concerned with carbanions, which are the conjugate bases (in the Brønsted sense) of organic molecules that are formed by deprotonation of a carbon atom. Carbanions may vary widely in stability, depending on the ability of substituent groups to stabilize negative charge. In the absence of substituents that are effective at delocalizing the charge, proton abstraction from a C—H bond is difficult. Carbanions are very useful in synthesis, since formation of new carbon-carbon bonds often requires a nucleophilic carbon species. Extensive study has been devoted to improving methods of generating carbanions and developing an understanding of substituent effects on stability and reactivity.
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© 1990 Plenum Press, New York
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Carey, F.A., Sundberg, R.J. (1990). Carbanions and Other Nucleophilic Carbon Species. In: Advanced Organic Chemistry. Springer, Boston, MA. https://doi.org/10.1007/978-1-4613-9795-3_7
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DOI: https://doi.org/10.1007/978-1-4613-9795-3_7
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