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.
Cosa
Gonzalo
G
Department of Chemistry, University of Ottawa, 10 Marie-Curie, Ottawa, Ontario K1N 6N5, Canada.
Llauger
Laura
L
Scaiano
J C
JC
Miranda
Miguel A
MA
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