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Mechanistic Insight into the Diastereoselective Rhodium‐Catalyzed Pauson–Khand Reaction: Role of Coordination Number in Stereocontrol
Author(s) -
Wang Huijun,
Sawyer James R.,
Evans P. Andrew,
Baik MuHyun
Publication year - 2007
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200702822
Subject(s) - rhodium , phosphine , carbon monoxide , selectivity , chemistry , catalysis , pauson–khand reaction , population , medicinal chemistry , stereochemistry , organic chemistry , demography , sociology
How much CO? Theoretical analysis of the origin of diastereocontrol in the rhodium‐catalyzed Pauson–Khand reaction (see scheme) provides two mechanistic scenarios in which optimum selectivity can be attributed to a five‐ rather than a four‐coordinate organorhodium complex. The relative population of these complexes is related to carbon monoxide concentration, a finding which is in contrast to phosphine‐containing rhodium(I) complexes.