Premium
Harmony and Dissonance in the Concert of Proton Motions
Author(s) -
Schowen Richard L.
Publication year - 1997
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199714341
Subject(s) - tautomer , mutarotation , chemistry , proton , gas phase , computational chemistry , energy transfer , chemical physics , photochemistry , physics , stereochemistry , quantum mechanics
Jencks's principle is fulfilled in these examples of double proton transfer reactions in a variety of media. The reactions proceed in a concerted manner when a high‐energy intermediate needs to be avoided and a stepwise manner when this is not neccessary. This is the result of detailed studies by the research groups of Ahlberg (mutarotation of tetramethylglucose), Limbach (tautomerization of porphyrins), Petrich (tautomerization of 7‐azaindole), and Zewail (tautomerization of 7‐azaindole dimers in the gas phase), which are discussed here.