Influence of substituents on NMR and barriers to rotation in tert-benzyllithium compounds

G Fraenkel, JM Geckle

Index: Fraenkel,G.; Geckle,J.M. Journal of the American Chemical Society, 1980 , vol. 102, p. 2869

Full Text: HTML

Citation Number: 27

Abstract

Abstract: A series of para-substituted a-methyl-a-neopentylbenzyllithium compounds, 5a-i, has been prepared by adding tert-butyllithium to the appropriate a-methylstyrene in hydrocarbon solvents containing 1-3 equiv of an amine or ether. Alternatively, species 5 have been obtained by cleavage of the trimethyltin derivatives in the presence of amines or ethers, but not with diethyl ether. Some exceptions to this general behavior are described. ...

~80%

~50%

~92%

A novel tandem [4++ 2] cycloaddition–elimination reaction: 2...

[Ohsugi, Shin-Ichi; Nishide, Kiyoharu; Node, Manabu Tetrahedron, 2003 , vol. 59, # 11 p. 1859 - 1871]

Copper-carbene complexes as catalysts in the synthesis of fu...

[Lebel, Helene; Davi, Michael; Diez-Gonzalez, Silvia; Nolan, Steven P. Journal of Organic Chemistry, 2007 , vol. 72, # 1 p. 144 - 149]

Novel ketones from Roman camomile oil

[Thomas, Alan F.; Egger, Jean-Claude Helvetica Chimica Acta, 1981 , vol. 64, # 7 p. 2393 - 2396]

Indium (III) bromide-catalyzed chemioselective dimerization ...

[Peppe, Clovis; Lang, Ernesto Schulz; De Andrade, Fabiano Molinos; De Castro, Lierson Borges Synlett, 2004 , # 10 p. 1723 - 1726]

Quantitative aspects of radical addition. Part IV. Rate-cons...

[Cadogan,J.I.G.; Sadler,I.H. Journal of the Chemical Society [Section] B: Physical Organic, 1966 , p. 1191 - 1205]