期刊
TETRAHEDRON LETTERS
卷 47, 期 6, 页码 865-868出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2005.12.007
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The relative basicities of solutions of n-BuLi in cyclohexane as a function of the addition of increasing increments of THF or TMEDA (designer media) have been assessed. As the chloro DMG is incapable of complexing to n-BuLi, it can neither affect the n-BuLi oligomeric equilibrium nor exhibit a DoM mechanistic component involving prior-coordination (CIPE). Accordingly, by measuring the rates of loss of chlorobenzene in the varied media as well as by certain Li-7 NMR studies, a gradual, controlled increase in the basicity of n-BuLi in cyclohexane with increasing increments of THF or TMEDA was observed. Relationships of the basicity in the varied media to the three oligomeric forms of n-BuLi are proposed. (c) 2005 Elsevier Ltd. All rights reserved.
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