Synthesis and solution structure of 3,5-dioxopimelic acid diesters--stable 1,3,5,7-tetracarbonyl derivatives.
A variety of 3,5-dioxopimelic acid diesters, stable 1,3,5,7-tetracarbonyl derivatives, were prepared by catalytic condensation of 1,3-bis(trimethylsilyloxy)-1,3-butadienes with methyl malonyl chloride. The keto-enol tautomerization of these compounds has been investigated by NMR spectroscopy. One keto and up to four enolic tautomers could be detected in chloroform solution and the influence of the substituents on the tautomeric equilibria has been studied.
Reim
Stefanie
S
Institut für Chemie, Universität Rostock, Albert-Einstein-Str. 3a, 18059 Rostock, Germany.
Michalik
Dirk
D
Weisz
Klaus
K
Xiao
Zhou
Z
Langer
Peter
P
D004952:Esters / Q000138:chemical synthesis* / Q000737:chemistry*; D007659:Ketones / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D010084:Oxidation-Reduction; D010867:Pimelic Acids / Q000737:chemistry*; D012996:Solutions / Q000737:chemistry*
D004952:Esters; D007659:Ketones; D010867:Pimelic Acids; D012996:Solutions