The ground-state tunneling splitting of various carboxylic acid dimers

2004 ◽  
Vol 120 (2) ◽  
pp. 631-637 ◽  
Author(s):  
Christofer S. Tautermann ◽  
Andreas F. Voegele ◽  
Klaus R. Liedl
Keyword(s):  
Carboxylic Acid ◽  
Ground State ◽  
Tunneling Splitting

The ground state tunneling splitting of the 2-pyridone2-hydroxypyridine dimer

2003 ◽  
Vol 292 (1) ◽  
pp. 47-52 ◽  
Author(s):  
Christofer S. Tautermann ◽  
Andreas F. Voegele ◽  
Klaus R. Liedl
Keyword(s):  
Ground State ◽  
Tunneling Splitting

Thiohydantoins. XI Kinetic Studies of the Alkaline Hydrolysis of 1-Acyl-2-thiohydantoins

1972 ◽  
Vol 50 (23) ◽  
pp. 3780-3788 ◽  
Author(s):  
Wayne I. Congdon ◽  
John T. Edward
Keyword(s):  
Carboxylic Acid ◽  
Alkaline Solution ◽  
Alkaline Hydrolysis ◽  
Ground State ◽  
Kinetic Studies ◽  
Steric Effects ◽  
Hydroxide Ion ◽  
Entropy Of Activation ◽  
Hydrolysis Of ◽  
Conjugate Base

1-Acyl-2-thiohydantoins ionize in alkaline solution (pK ∼ 7). In solutions more alkaline than pH > 11 they are rapidly hydrolyzed to 2-thiohydantoin and a carboxylic acid, by attack of a hydroxide ion on the conjugate base of the 1-acyl-2-thiohydantoin. Possible mechanisms to accord with the entropy of activation, which is less negative than usual for base-catalyzed amide hydrolyses, are discussed. 1-Benzoyl-2-thiohydantoin hydrolyzes more rapidly than 1-acetyl-2-thiohydantoin, possibly because the ground state of the former molecule is destabilized by steric effects.

scholarly journals Dynamics of ground-state reverse proton transfer in the 7-azaindole/carboxylic acid systems

2003 ◽  
Vol 370 (1-2) ◽  
pp. 139-146 ◽  
Author(s):  
Wei-Ping Hu ◽  
Ru-Min You ◽  
Shih-Yao Yen ◽  
Fa-Tsai Hung ◽  
Po-Hung Chou ◽  
...  
Keyword(s):  
Carboxylic Acid ◽  
Proton Transfer ◽  
Ground State

Annelated furans. XV. The autoxidation of tetrahydrodibenzofurans

1975 ◽  
Vol 28 (5) ◽  
pp. 1059 ◽  
Author(s):  
JD Brewer ◽  
JA Elix
Keyword(s):  
Carboxylic Acid ◽  
Dicarboxylic Acid ◽  
Ground State ◽  
Benzene Solution ◽  
Chloroform Solution ◽  
Heterocyclic Ring ◽  
Acid Anhydride ◽  
Alternative Route ◽  
State Process ◽  
Aromatic Species

The autoxidation of N-phenyl-1,2,3,9b-tetrahydrodibenzofuran-1,2-dicarboximide and the corresponding 4-methyl and 4-phenyl derivatives, in benzene solution, produced a mixture of the respective stereoisomeric 4-hydroperoxy-1,2,3,4-tetrahydrodibenzofuranisn each case. This reaction was shown to be a ground state process and resulted in the rearrangement of the 1,2,3,9b-tetrahydrodibenzofuran system to the thermodynamically more stable 1,2,3,4-tetrahydrodibenzofuran moiety. The introduction of a 4-acetoxy or 3-methoxycarbonyl substituent into the 1,2,3,Yb-tetrahydrodibenzofuran system appeared to facilitate the autoxidation process, and the initial N-phenyl-1,2,3,9b-tetrahydrodibenzofuran- 1,2-dicarboximides could not be isolated in these instances. Some reactions of c-4- and t-4-hydroperoxy-4-methyl-N-phenyl-1,2,3,4-tetrahydrodibenzofuran-r-1,c-2-dicarboximide have been investigated. These hydroperoxides decomposed on warming in chloroform solution to produce 4-methyl-N-phenyl-1,2-dihydrodibenzofuran-1,2-dicarboximide and 4-methyl-N-phenyldibenzofuran-1,2-dicarboximide In addition to the latter product, treatment of the mixture of hydroperoxides with p-toluenesulphonic acid in chloroform solution resulted in cleavage of the heterocyclic ring to give 5-ethoxy-3-(2'-hydroxyphenyl)-5-methyl-4-oxo-N-phenylcyclohex- 2-ene-1,2-dicarboximide (44). The autoxidation of 4-methyl-1,2,3,9b-tetrahydrodibenzofuran-1,2-dicarboxylic acid anhydride (48) proceeded by an alternative route and gave a novel peroxylactone, 6-methyl-3-oxo-3,3a,4,5- tetrahydrobenzofuro[2,3-h]-1,2-benzodioxoe-4-carboxylic acid (50), in addition to the fully aromatic species, 4-methyldibenzofuran-1,2-dicarboxylic acid anhydride (59) The synthesis and autoxidation of 1-acetyl-4-methyl-1,2,3,9b-tetrahydrodibenzofurawn as also studied. Finally the reaction of N-phenylmaleimide with 2-(3'-benzofuranyl)but-1-ene (72) was shown to give 1-ethyl-N-phenyl-2,3,4,4a-tetrahydrodibenzofuran-3,4-dicarboximide (73 ). Autoxidation of the latter compound proceeded with rearrangement to give r-1-ethyl-1-hydroperoxy-N-phenyl-1,2,3,4- tetrahydrodibenzofuran-t-3,t-4-dicarboximide (74).

scholarly journals The ground state tunneling splitting of malonaldehyde: Accurate full dimensional quantum dynamics calculations

2004 ◽  
Vol 121 (19) ◽  
pp. 9207-9210 ◽  
Author(s):  
Maurı́cio D. Coutinho-Neto ◽  
Alexandra Viel ◽  
Uwe Manthe
Keyword(s):  
Ground State ◽  
Quantum Dynamics ◽  
Tunneling Splitting

Determination of the proton tunneling splitting of tropolone in the ground state by microwave spectroscopy

1999 ◽  
Vol 110 (4) ◽  
pp. 1969-1978 ◽  
Author(s):  
Keiichi Tanaka ◽  
Hiroaki Honjo ◽  
Takehiko Tanaka ◽  
Hiroshi Kohguchi ◽  
Yasuhiro Ohshima ◽  
...  
Keyword(s):  
Ground State ◽  
Microwave Spectroscopy ◽  
Proton Tunneling ◽  
Tunneling Splitting
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