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Base catalysed photochemically induced hydrogen isotope exchange in o ‐methylbenzophenone
Author(s) -
Michalak Jacek,
Wolszczak Marian,
Gȩbicki Jerzy
Publication year - 1993
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/poc.610060804
Subject(s) - chemistry , hydrogen , deuterium , catalysis , kinetic isotope effect , methanol , hydrogen–deuterium exchange , photochemistry , solvent , base (topology) , hydrogen isotope , population , tritium , flash photolysis , inorganic chemistry , radiochemistry , kinetics , organic chemistry , reaction rate constant , mathematical analysis , physics , demography , mathematics , quantum mechanics , sociology , nuclear physics
Photochemically induced hydrogen–deuterium and hydrogen–tritium exchange between o ‐methylbenzophenone and labelled methanol is shown to be catalysed by sodium carbonate. Both the ( E ) and ( Z )‐photoenols participate in the exchange reaction whereas in absence of the catalyst only the ( E )‐photoenol is reactive. Analysis of the measured quantum yields for hydrogen isotope exchange reaction allowed the determination of the relative population of transient photoenols and to its comparison with that obtained from the flash photolysis experiments. Both hydrogen kinetic and solvent isotope effects are discussed.