Title of article :
Metalations in hydrocarbon solvents; media effects on n-BuLi reactivity
Author/Authors :
Slocum، نويسنده , , D.W. and Carroll، نويسنده , , Angela and Dietzel، نويسنده , , Paul and Eilerman، نويسنده , , Sally and Culver، نويسنده , , John P. and McClure، نويسنده , , Ben and Brown، نويسنده , , Scott and Holman، نويسنده , , R.W.، نويسنده ,
Issue Information :
دوماهنامه با شماره پیاپی سال 2006
Pages :
4
From page :
865
To page :
868
Abstract :
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 7Li 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.
Journal title :
Tetrahedron Letters
Serial Year :
2006
Journal title :
Tetrahedron Letters
Record number :
1848672
Link To Document :
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