Chiral leaving groups in nucleophilic displacement reactions. Solvolysis of 2-adamantyl and cholesteryl camphor-10-sulfonates (casylates)

1982 ◽  
Vol 47 (22) ◽  
pp. 4388-4389 ◽  
Author(s):  
Samuel P. McManus ◽  
Kamellia Kamkar Safavy ◽  
F. Ellen Roberts



1982 ◽  
Vol 47 (22) ◽  
pp. 4386-4388 ◽  
Author(s):  
Samuel P. McManus ◽  
F. Ellen Roberts ◽  
David H. Lam ◽  
Bruce Hovanes




1981 ◽  
Vol 59 (15) ◽  
pp. 2412-2416 ◽  
Author(s):  
John A. Stone ◽  
Margaret S. Lin ◽  
Jeffrey Varah

The reactivity of the dimethylchloronium ion with a series of aromatic hydrocarbons has been studied in a high pressure mass spectrometer ion source using the technique of reactant ion monitoring. Benzene is unreactive but all others, from toluene to mesitylene, react by CH3+ transfer to yield σ-bonded complexes. The relative rate of reaction increases with increasing exothermicity in line with current theories of nucleophilic displacement reactions.



Tetrahedron ◽  
2003 ◽  
Vol 59 (6) ◽  
pp. 789-794 ◽  
Author(s):  
Nuno M.T Lourenço ◽  
Carlos A.M Afonso


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