Substituent effect on the reaction mechanism of proton transfer in formamide

2011 ◽  
Vol 112 (11) ◽  
pp. 2378-2381 ◽  
Author(s):  
Heidar Raissi ◽  
Mehdi Yoosefian
Keyword(s):  
Reaction Mechanism ◽  
Proton Transfer ◽  
Substituent Effect

Ionic dimerisation of trifluoropropenenitrile and its addition reactions with methyl trifluoropropenoate

1980 ◽  
Vol 45 (2) ◽  
pp. 406-414 ◽  
Author(s):  
Jiří Svoboda ◽  
Oldřich Paleta ◽  
Václav Dědek
Keyword(s):  
Reaction Mechanism ◽  
Proton Transfer ◽  
Substituent Effect ◽  
Solvent Molecule ◽  
Addition Product ◽  
Potassium Fluoride ◽  
Relative Reactivity ◽  
Addition Reactions ◽  
Tertiary Amines ◽  
Optimum Conditions

Dimerisation of trifluoropropenenitrile (I) in the presence of potassium fluoride and tertiary amines afforded a mixture of stereoisomeric perfluoro-4-methyl-pentenedinitriles (II), higher-boiling compounds, and 2,3,3,3-tetrafluoropropanenitrile (III) which arises by proton transfer from the solvent molecule. Under optimum conditions, product II was obtained in about 50% yield. Reaction of the nitrile I with methyl trifluoropropenoate (IV) gave, besides the dimers II and V, the product of addition of the nitrile I to the propenoate, IV, i.e. methyl 4-cyanoperfluoro-2-pentenoate (VI), and the addition product of the propenoate IV to the nitrile I, i.e. methyl 4-cyanoperfluoro-2-methyl-3-butenoate (VII). The relative reactivity if I and IV is discussed. The ratio of stereoisomers in II, V, VI and VII indicates that the magnitude of the steric substituent effect, operating in the reaction mechanism, decreases in the order -CFCF3.(COOCH3) > -CFCF3(CN) > -COOCH3 > -CN.

Theoretical study on the reaction mechanism of proton transfer in formamide

2003 ◽  
Vol 382 (3-4) ◽  
pp. 332-337 ◽  
Author(s):  
Ai-ping Fu ◽  
Hong-liang Li ◽  
Dong-mei Du ◽  
Zheng-yu Zhou
Keyword(s):  
Reaction Mechanism ◽  
Proton Transfer ◽  
Theoretical Study

Theoretical study of the reaction mechanism of proton transfer in glycinamide

2006 ◽  
Vol 106 (9) ◽  
pp. 2082-2089 ◽  
Author(s):  
Liqun Zhang ◽  
Zhengyu Zhou ◽  
Dongmei Du ◽  
Pei Yuan
Keyword(s):  
Reaction Mechanism ◽  
Proton Transfer ◽  
Theoretical Study

scholarly journals Tailoring the Schiff base photoswitching – a non-adiabatic molecular dynamics study of substituent effect on excited state proton transfer

2017 ◽  
Vol 19 (7) ◽  
pp. 5318-5325 ◽  
Author(s):  
Joanna Jankowska ◽  
Mario Barbatti ◽  
Joanna Sadlej ◽  
Andrzej L. Sobolewski
Keyword(s):  
Molecular Dynamics ◽  
Schiff Base ◽  
Excited State ◽  
Proton Transfer ◽  
Substituent Effect ◽  
Transfer Efficiency ◽  
Excited State Proton Transfer

Dynamics reveals how to design chemical substitutions to control excited-state proton transfer efficiency.

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