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A Time‐Resolved PHIP‐NMR Method Applied to the Asymmetric Homogeneous Hydrogenation of β ‐Dehydroamino Acids
Author(s) -
Wildschütz Sabine,
Hübler Patrick,
Bargon Joachim
Publication year - 2001
Publication title -
chemphyschem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.016
H-Index - 140
eISSN - 1439-7641
pISSN - 1439-4235
DOI - 10.1002/1439-7641(20010518)2:5<328::aid-cphc328>3.0.co;2-d
Subject(s) - spin isomers of hydrogen , alkene , chemistry , diastereomer , asymmetric hydrogenation , enantiomer , enantioselective synthesis , homogeneous , catalysis , kinetics , catalytic hydrogenation , computational chemistry , organic chemistry , hydrogen , thermodynamics , physics , quantum mechanics
A new NMR technique based on parahydrogen‐induced polarisation (PHIP) is presented, that allows the catalytic enantioselective hydrogenation of prochiral substrates to be monitored (see scheme, the left‐hand side arises from the hydrogenation of a prochiral alkene). The approach takes into consideration the kinetics of hydrogenation as well as the relaxation of polarisation. The use of parahydrogen temporarily generates diastereomers which can be monitored as a function of time where otherwise only enantiomers are formed.