Nucleophilic Displacement Reactions at the Thiol-Ester Bond of δ-Thiolvalerolactone

1963 ◽  
Vol 85 (11) ◽  
pp. 1659-1669 ◽  
Author(s):  
Thomas C. Bruice ◽  
J. J. Bruno ◽  
Wei-Shin. Chou
Keyword(s):  
Ester Bond ◽  
Thiol Ester ◽  
Nucleophilic Displacement ◽  
Displacement Reactions

scholarly journals Reduction of the beta-Cys-gamma-Glu thiol ester bond of human C3 with sodium borohydride.

1983 ◽  
Vol 258 (22) ◽  
pp. 13580-13586 ◽  
Author(s):  
M L Thomas ◽  
F F Davidson ◽  
B F Tack
Keyword(s):  
Sodium Borohydride ◽  
Ester Bond ◽  
Thiol Ester

The gas phase reactivity of the dimethylchloronium ion with alkylbenzenes

1981 ◽  
Vol 59 (15) ◽  
pp. 2412-2416 ◽  
Author(s):  
John A. Stone ◽  
Margaret S. Lin ◽  
Jeffrey Varah
Keyword(s):  
High Pressure ◽  
Gas Phase ◽  
Mass Spectrometer ◽  
Aromatic Hydrocarbons ◽  
Relative Rate ◽  
Ion Source ◽  
Nucleophilic Displacement ◽  
Rate Of Reaction ◽  
Displacement Reactions ◽  
Bonded Complexes

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.

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