5393-59-9Relevant academic research and scientific papers
Structure-stability correlations for imine formation in aqueous solution
Godoy-Alcantar,Yatsimirsky, Anatoly K.,Lehn
, p. 979 - 985 (2007/10/03)
Imine formation between 25 aldehydes and 13 amines in aqueous solution in the pH range 7-11 was studied by 1H NMR spectroscopy. A three-parameter linear equation correlating logarithms of imine formation constants with pKa and HOMO energies of amines and LUMO energies of aldehydes is proposed. In view of the widespread occurrence of imine-forming processes in both chemistry and biology, the data presented are of significance for physical organic chemistry and of particular interest for dynamic combinatorial chemistry. Copyright
PYRYLIUM-MEDIATED TRANSFORMATIONS OF NATURAL PRODUCTS. PART 3. SYNTHESIS OF WATER-SOLUBLE PYRYLIUM SALTS AND THEIR PREPARATIVE REACTIONS WITH AMINES
Katritzky, Alan R.,Yang, Yu-Kun,Gabrielsen, Bjarne,Marquet, Jorge
, p. 857 - 866 (2007/10/02)
A series of water-soluble pyrylium salts and zwitterions has been prepared containing two or three carboxylic or sulphonic acid groups.These pyrylium salts react in aqueous solution with ammonia to give the corresponding pyridines and with n-butylamine, benzylamine, and ω-amino groups of lysine to give the corresponding pyridinium systems, usually as betaines.The pyridinium betainess (m.p > 300 deg C) show characteristic 13C n.m.r. spectra which have been nearly fully assigned.
PYRYLIUM-MEDIATED TRANSFORMATIONS OF NATURAL PRODUCTS. PART 1. SYNTHESIS AND HYDROLYSIS OF 4-(4-METHOXY-3-SULPHOPHENYL)-2,6-BIS-(4-SULPHOPHENYL)PYRYLIUM PERCHLORATE: A NEW WATER-SOLUBLE PYRYLIUM CATION
Katritzky, Alan R.,Rosa, Michael De,Grzeskowiak, Nicholas E.
, p. 841 - 848 (2007/10/02)
The title pyrylium cation (7) coexists in water with the enedione pseuodobase (12) and the anion .The kinetic and equilibrium interrelationships of these species and the corresponding 2H-pyran and oxodienol over a wide pH range have been studied and elucidated.
