Lithium-halogen exchange is mostly used to convert aryl and alkenyl iodides and bromides with " sp2 " carbons to the corresponding organolithium compounds.
12.
In many of these organolithium compounds, the lithium ions tend to aggregate into high-symmetry clusters by themselves, which is relatively common for alkali cations.
13.
*Deprotonation at C2 : the negative charge on this position is stabilized as an ylide; Hauser bases and organolithium compounds react at this site, replacing the proton
14.
The resulting organolithium compound exists in chemical equilibrium with the " 2-isocyanophenolate ", which can be captured by an electrophile such as an acid chloride.
15.
Organolithium compounds, especially " n "-butyllithium, are useful reagents in organic synthesis, as might be expected given lithium's diagonal relationship with magnesium, which plays an important role in the Grignard reaction.
16.
Organolithium compounds and enophiles can also react with C-P triple bonds, along with [ 2 + 1 ], [ 2 + 2 ], [ 2 + 3 ], and [ 2 + 4 ] cycloadditions . " tert "-Butylphosphaacetylene also undergoes a homo Diels-Alder cycloaddition reaction.
