Deprotonation of arylnitromethanes. Higher intrinsic rate constants with thiolate ions than with oxyanions or amines as the proton acceptors. Hydrogen bonding in the transition state and desolvation of the base as competing factors in proton transfer at carbon

1993 ◽  
Vol 58 (1) ◽  
pp. 217-223 ◽  
Author(s):  
Claude F. Bernasconi ◽  
Derk Wiersema ◽  
Michael W. Stronach
Keyword(s):  
Hydrogen Bonding ◽  
Proton Transfer ◽  
Transition State ◽  
Rate Constants ◽  
Intrinsic Rate

Kinetics of Proton Transfer Reactions of Carbon Acids. II. Reaction of Di-(4-nitrophenyl)methane with Alkoxide Bases

1972 ◽  
Vol 50 (1) ◽  
pp. 24-30 ◽  
Author(s):  
A. Jarczewski ◽  
K. T. Leffek
Keyword(s):  
Proton Transfer ◽  
Transition State ◽  
Rate Constants ◽  
Activation Parameters ◽  
Transfer Reactions ◽  
Activation Process ◽  
Proton Transfers ◽  
Proton Transfer Reactions ◽  
Carbon Acids ◽  
Kinetics Of

The second-order rate constants have been measured over a range of temperatures for the proton-transter reactions from di-(4-nitrophenyl)methane to ethoxide, isopropoxide, and t-butoxide ions in solvents consisting of the corresponding alcohols containing 10% toluene by volume. The activation parameters ΔH≠ and ΔS≠ have been calculated and an interpretation of them is given in terms of solvation effects during the activation process. A comparison between the activation parameters for proton transfers and E2 olefin-forming β-elimination reactions is made and discussed with respect to transition state character of the latter reactions.

Intrinsic Rate Constants for Proton Transfer from a Monoketone to Amine Bases and Electrostatic Effects on the Intrinsic Rate Constants for the Deprotonation of Cationic Ketones by OH-

1999 ◽  
Vol 121 (8) ◽  
pp. 1674-1680 ◽  
Author(s):  
Claude F. Bernasconi ◽  
José A. Moreira ◽  
Lisa L. Huang ◽  
Kevin W. Kittredge
Keyword(s):  
Proton Transfer ◽  
Rate Constants ◽  
Intrinsic Rate ◽  
Electrostatic Effects
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