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Volumn 105, Issue 26, 1983, Pages 7790-7791

Ortho Lithiation of Monosubstituted Benzenes: A Quantitative Determination of pKa Values in Tetrahydrofuran

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EID: 33845551546 PISSN: 00027863 EISSN: 15205126 Source Type: Journal
DOI: 10.1021/ja00364a078 Document Type: Article

Times cited : (82)

References (16)

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- It is perhaps pertinent that the crystal structures of dimeric and tetrameric 1-litho-2-[(dimethylamino)methyl]benzene indicate the presence of an N-Li bond: Johann, T. B.; Jastrzebski, B. H.; van Koten, G.; Koynijin, M.; Starn, C. H. J. Am. Chem. Soc. 1982, 104, 5490. Nevertheless the pKa of its conjugate acid is not strongly lowered.
- Roberts, J. D.; Curtin, D. Y. J. Am. Chem. Soc. 1946, 68, 1658. It is perhaps pertinent that the crystal structures of dimeric and tetrameric 1-litho-2-[(dimethylamino)methyl]benzene indicate the presence of an N-Li bond: Johann, T. B.; Jastrzebski, B. H.; van Koten, G.; Koynijin, M.; Starn, C. H. J. Am. Chem. Soc. 1982, 104, 5490. Nevertheless the pKa of its conjugate acid is not strongly lowered.
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