Steric effects in fast metal complex substitution reactions. II

1967 ◽  
Vol 89 (13) ◽  
pp. 3126-3130 ◽  
Author(s):  
A. Kowalak ◽  
Kenneth. Kustin ◽  
Robert F. Pasternack ◽  
Sergio. Petrucci
Keyword(s):  
Metal Complex ◽  
Steric Effects ◽  
Substitution Reactions

Isotope effects in nucleophilic substitution reactions. V. The mechanism of the decomposition of 1-phenylethyldimethylphenylammonium halides in chloroform

1986 ◽  
Vol 64 (6) ◽  
pp. 1206-1214 ◽  
Author(s):  
Helen Alma Joly ◽  
Kenneth Charles Westaway
Keyword(s):  
Ground State ◽  
Isotope Effects ◽  
Kinetic Isotope Effects ◽  
Steric Effects ◽  
Halide Ions ◽  
Substitution Reactions ◽  
Kinetic Isotope ◽  
Hydrogen Deuterium ◽  
Primary Substrate ◽  
Triple Ion

Secondary α and β hydrogen–deuterium kinetic isotope effects have been used together to show that the SN reaction between 1-phenylethyldimethylphenylammonium ion and bromide or iodide ion in chloroform occurs by way of an SN2 mechanism within a triple ion in spite of the fact that it reacts faster than the primary substrate, benzyldimethylphenylammonium bromide. The very loose transition state and steric effects in the ground state appear to be responsible for the unusually fast SN2 reactions between 1-phenylethyldimethylphenylammonium ion and halide ions in chloroform.

Steric Effects in Fast Metal Complex Substitution Reaction I1

1966 ◽  
Vol 88 (20) ◽  
pp. 4610-4615 ◽  
Author(s):  
Kenneth Kustin ◽  
Robert F. Pasternack ◽  
Elliot M. Weinstock
Keyword(s):  
Metal Complex ◽  
Substitution Reaction ◽  
Steric Effects
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