DFT‐PCM Study on Solvolytic Behaviour of N ‐alkyl‐X‐pyridinium Ions

2021 ◽  
Vol 6 (9) ◽  
pp. 2410-2423
Author(s):  
Mirela Matić ◽  
Bernard Denegri
Keyword(s):  
2009 ◽  
Vol 74 (1) ◽  
pp. 43-55 ◽  
Author(s):  
Dennis N. Kevill ◽  
Byoung-Chun Park ◽  
Jin Burm Kyong

The kinetics of nucleophilic substitution reactions of 1-(phenoxycarbonyl)pyridinium ions, prepared with the essentially non-nucleophilic/non-basic fluoroborate as the counterion, have been studied using up to 1.60 M methanol in acetonitrile as solvent and under solvolytic conditions in 2,2,2-trifluoroethan-1-ol (TFE) and its mixtures with water. Under the non- solvolytic conditions, the parent and three pyridine-ring-substituted derivatives were studied. Both second-order (first-order in methanol) and third-order (second-order in methanol) kinetic contributions were observed. In the solvolysis studies, since solvent ionizing power values were almost constant over the range of aqueous TFE studied, a Grunwald–Winstein equation treatment of the specific rates of solvolysis for the parent and the 4-methoxy derivative could be carried out in terms of variations in solvent nucleophilicity, and an appreciable sensitivity to changes in solvent nucleophilicity was found.


Nature ◽  
1958 ◽  
Vol 182 (4650) ◽  
pp. 1672-1673 ◽  
Author(s):  
F. HOBBIGER ◽  
P. W. SADLER
Keyword(s):  

1973 ◽  
Vol 95 (11) ◽  
pp. 3811-3812 ◽  
Author(s):  
R. W. Taft ◽  
M. Taagepera ◽  
K. D. Summerhays ◽  
J. Mitsky

2016 ◽  
Vol 7 (7) ◽  
pp. 4105-4109 ◽  
Author(s):  
J. Patrick Lutz ◽  
Stephen T. Chau ◽  
Abigail G. Doyle

A Ni-catalyzed cross coupling of arylzinc reagents with pyridinium ions provides enantioenriched dihydropyridines, which are precursors to diverse piperidine derivatives.


2011 ◽  
Vol 30 (21) ◽  
pp. 5665-5674
Author(s):  
Asimo Karnezis ◽  
Richard A. J. O’Hair ◽  
Jonathan M. White
Keyword(s):  

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