Chemistry of Alkali Metal-unsaturated Hydrocarbon Adducts. I. Metalations with Lithium Metal Adducts of Biphenyl Systems1

1962 ◽  
Vol 27 (11) ◽  
pp. 3745-3752 ◽  
Author(s):  
John J. Eisch ◽  
William C. Kaska
Keyword(s):  
Alkali Metal ◽  
Unsaturated Hydrocarbon ◽  
Lithium Metal ◽  
Metal Adducts

scholarly journals THE REDUCTIVE DIMERIZATION OF N-BENZYLIDENE ANILINE

1966 ◽  
Vol 44 (21) ◽  
pp. 2497-2502 ◽  
Author(s):  
James G. Smith ◽  
C. Doreen Veach
Keyword(s):  
Alkali Metal ◽  
Lithium Metal ◽  
Reaction Products ◽  
Polar Solvents ◽  
Reductive Dimerization ◽  
Nonpolar Solvents ◽  
Diastereomeric Mixture ◽  
Metal Adducts ◽  
Sodium And Potassium

The formation of alkali metal adducts of N-benzylidene aniline in several inert solvents is studied by protonolysis of the adducts and analysis of the reaction products, the diastereomeric N,N′,1,2-tetraphenylethylenediamines. With sodium and potassium metal in polar solvents, the product is predominantly the dd,ll diamine. With lithium metal or with solvents of low polarity, the product contains approximately equal quantities of the two diastereomers.It is demonstrated that the initially formed diastereomeric mixture generally contains appreciable amounts of the meso isomer. In polar solvents with sodium, isomerization to the stable dd,ll diastereomer occurs. However, with lithium or with sodium in nonpolar solvents, the isomerization does not occur. The reasons for the preponderance of the dd,ll-disodio compound in the equilibrating systems are discussed.

Gas-phase fragmentation of metal adducts of alkali-metal oxalate salts

2014 ◽  
Vol 49 (3) ◽  
pp. 195-200 ◽  
Author(s):  
Robert D. Hale ◽  
Chang-Ching Chan ◽  
Carl S. Weisbecker ◽  
Athula B. Attygalle
Keyword(s):  
Alkali Metal ◽  
Gas Phase ◽  
Metal Oxalate ◽  
Metal Adducts ◽  
Gas Phase Fragmentation

Chemistry of alkali metal-unsaturated hydrocarbon adducts

1984 ◽  
Vol 271 (1-3) ◽  
pp. 83-100 ◽  
Author(s):  
John J. Eisch ◽  
Leslie E. Smith
Keyword(s):  
Alkali Metal ◽  
Unsaturated Hydrocarbon
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