Absolute rate constants for water protonation of 1-(3-benzoylphenyl)alkyl carbanions.
[reaction: see text] Efficient photodecarboxylation of (3-benzoylphenyl)alkanoic acids with formation of carbanions has enabled the determination of their protonation rate constants in water; the values obtained show that the reactivity toward protonation is determined by the size of the alkyl groups attached to the carbanion center.
Department of Chemistry, University of Ottawa, 10 Marie-Curie, Ottawa, Ontario K1N 6N5, Canada.
Gonzalo
G
Cosa
Laura
L
Llauger
J C
JC
Scaiano
Miguel A
MA
Miranda
D000838:Anions; D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000528:radiation effects; D001577:Benzophenones / Q000737:chemistry* / Q000528:radiation effects; D002244:Carbon; D003653:Decarboxylation; D006863:Hydrogen-Ion Concentration; D007660:Ketoprofen / Q000528:radiation effects; D007700:Kinetics; D010777:Photochemistry; D011522:Protons; D014867:Water / Q000737:chemistry
D000838:Anions; D000894:Anti-Inflammatory Agents, Non-Steroidal; D001577:Benzophenones; D011522:Protons; D014867:Water; D002244:Carbon; D007660:Ketoprofen