XI.—Metallic derivatives of nitrophenolic compounds. Part III. Nitrophenoxides of the alkali metals

1922 ◽  
Vol 121 (0) ◽  
pp. 54-58 ◽  
Author(s):  
Dorothy Goddard ◽  
Archibald Edwin Goddard
Keyword(s):  
Author(s):  
N. S. Nametkin ◽  
V. M. Vdovin ◽  
V. A. Poletaev ◽  
N. N. Alekhin ◽  
M. B. Sergeeva

2015 ◽  
Vol 85 (7) ◽  
pp. 1791-1792
Author(s):  
N. V. Davletshina ◽  
S. A. Koshkin ◽  
A. R. Garifzyanov ◽  
R. R. Davletshin ◽  
M. A. Filimonova ◽  
...  

1960 ◽  
Vol 38 (12) ◽  
pp. 2450-2456 ◽  
Author(s):  
G. W. H. Scherf ◽  
R. K. Brown

In the solvents 1,2-dimethoxyethane (DME), 1,2-diethoxyethane (DEE), tetrahydrofuran (THF), and dioxane, potassium reacts much more readily with fluorene than does sodium or lithium. Lithium is generally more reactive than is sodium. The order of effectiveness of the ethers is DME > DEE ≈ THF > dioxane. Although practically no reaction of these metals with fluorene occurs in toluene, the addition of small amounts of these ethers to toluene does accelerate such reaction. All three organometallic compounds are soluble in refluxing and cold (22°) DME, THF, and DEE except the 9-fluorenyllithium, which precipitates largely from cold DEE. The results are explained in terms of the relative electropositivities of the metals, their size, and the structure of the ethers. It is suggested that these ethers actually participate in the formation of the organometallic compound from the metal.Sodamide and lithium amide react as readily as or more readily than the metals with fluorene in DME to produce the organometallic compounds.Diphenylmethane and triphenylmethane react reasonably well with potassium in DME, but too slowly with lithium and sodium to be useful.


1969 ◽  
Vol 19 (2) ◽  
pp. 327-337 ◽  
Author(s):  
R.B. King ◽  
K.H. Pannell ◽  
C.R. Bennett ◽  
M. Isahq

1988 ◽  
Vol 53 (1) ◽  
pp. 76-96 ◽  
Author(s):  
Lubomír Lochmann ◽  
Jiří Trekoval

Organolithium compounds of various types undergo an exchange reaction lithium-heavier alkali metal when treated with heavier alkali metal alkoxides. In the presence of a third reactive compound the exchange reaction gives rise to a compound of the third component substituted with the heavier alkali metal. Using this exchange reaction, organic derivatives of heavier alkali metals in the individual state can be easily prepared. The mechanism of such reactions is discussed, and the formation of lithium alkoxide is assumed to contribute significantly to the driving force of the reaction. Organic compounds of heavier alkali metals possess a considerably higher reactivity than organolithium compounds, and are therefore used as reactive intermediates in preparative chemistry, or as polymerization initiators in macromolecular chemistry. This review provides information about the scope and possibilities of this exchange reaction, which has been increasingly widely used in the recent years.


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