Chemistry can be defined as the study of matter and the changes it undergoes. You¡¯ll sometimes hear it called the central science because it is the connection between physics and all the other sciences, starting with biology. 5959-52-4, Name is 3-Amino-2-naphthoic acid, molecular formula is , belongs to naphthyridines compound. In a document, author is Jin, Qiuyan, Product Details of 5959-52-4.
Substituent effects in the decarboxylation reactions of coordinated arylcarboxylates in dinuclear copper complexes, [(napy)Cu-2(O2CC6H4X)](+)
A combination of gas-phase ion trap mass spectrometry experiments and density functional theory (DFT) calculations have been used to examine the role of substituents on the decarboxylation of 25 different coordinated aromatic carboxylates in binuclear complexes, [(napy)Cu-2(O2CC6H4X)](+), where napy is the ligand 1,8-naphthyridine (molecular formula, C8H6N2) and X=H and the ortho (o), meta (m) and para (p) isomers of F, Br, CN, NO2, CF3, OAc, Me and MeO. Two competing unimolecular reaction pathways were found: decarboxylation to give the organometallic cation [(napy)Cu-2(C6H4X)](+) or loss of the neutral copper benzoate to yield [(napy) Cu](+). The substituents on the aryl group influence the branching ratios of these product channels, but decarboxylation is always the dominant pathway. Density functional theory calculations reveal that decarboxylation proceeds via two transition states. The first enables a change in the coordination mode of the coordinated benzoate in [(napy)Cu-2(O2CC6H4X)](+) from the thermodynamically favoured O, O-bridged form to the O-bound form, which is the reactive conformation for the second transition state which involves extrusion of CO2 with concomitant formation of the CO2 coordinated organometallic cation, [(napy)Cu-2(C6H4X)(CO2)](+), which then loses CO2 in the final step to yield [(napy)Cu-2(C6H4X)](+). In all cases the barrier is highest for the second transition state. The o-substituted benzoates show a lower activation energy than the m-substituted ones, while the p-substituted ones have the highest energy, which is consistent with the experimentally determined normalised collision energy required to induce fragmentation of [(napy)Cu-2(O2CC6H4X)](+).
Sometimes chemists are able to propose two or more mechanisms that are consistent with the available data. If a proposed mechanism predicts the wrong experimental rate law, however, the mechanism must be incorrect.Welcome to check out more blogs about 5959-52-4, in my other articles. Product Details of 5959-52-4.
Reference:
1,8-Naphthyridine – Wikipedia,
,1,8-Naphthyridine | C8H6N2 – PubChem