Proton-transfer reactions of photogenerated radical ion pairs

1986 ◽  
Vol 19 (12) ◽  
pp. 401-405 ◽  
Author(s):  
Frederick D. Lewis
Keyword(s):  
Proton Transfer ◽  
Ion Pairs ◽  
Transfer Reactions ◽  
Proton Transfer Reactions

Article

1999 ◽  
Vol 77 (5-6) ◽  
pp. 1042-1049
Author(s):  
Wlodzimierz Galezowski ◽  
Iwona Grzeskowiak ◽  
Arnold Jarczewski
Keyword(s):  
Proton Transfer ◽  
Salt Effect ◽  
Ion Pairs ◽  
Order Rate Constant ◽  
Transfer Reactions ◽  
First Order ◽  
Organic Bases ◽  
Different Types ◽  
Proton Transfer Reactions ◽  
Guanidinium Cation

The rates of proton transfer reactions between C-acids of different types such as 1-(4-nitrophenyl)-1-nitroalkanes, 4-nitrophenylcyanomethanes, and 2,4,6-trinitrotoluene, and organic bases such as 1,1,3,3-tetrametylguanidine, 7-methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene (MTBD), and tri-n-butylamine have been measured in acetonitrile at pseudo-first-order conditions. A general equation for the rates of proton transfer reactions between C-acids and bases with product existing in two forms, ions and ion pairs, has been derived and its applicability tested. The equation works well except for reactions of 1-(4-nitrophenyl)-1-nitroalkanes with guanidines for which the second-order rate constant is diminished with concentration of guanidinium cation, while tetrabutylammonium salts accelerate the reactions. Possible reasons for this are discussed.Key words: proton transfer, kinetic study, ion pairs, C-acids, organic bases, acetonitrile, salt effect.

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