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Proof of a Reversible, Pairwise Hydrogen Transfer during the Homogeneously Rhodium( I )‐Catalyzed Hydrogenation of α,β‐Unsaturated Carbonic Acid Derivatives with In Situ NMR Spectroscopy and Parahydrogen
Author(s) -
Harthun Andreas,
Selke Rüdiger,
Bargon Joachim
Publication year - 1996
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.199625051
Subject(s) - geminal , spin isomers of hydrogen , rhodium , chemistry , catalysis , in situ , hydrogen , nuclear magnetic resonance spectroscopy , spectroscopy , proton , photochemistry , medicinal chemistry , stereochemistry , organic chemistry , physics , quantum mechanics
Pairwise exchange of geminal protons in unsaturated carbonic acid derivatives of the type H 2 CC(R)COOR′ during the rhodium( I )‐catalyzed hydrogenation [Eq. (a)] has been proven conclusively for the first time by using in situ NMR spectroscopy and parahydrogen (PHIP method). The most important conclusion is that the formation of the hydridoalkyl intermediates must be a reversible reaction.