Mechanistic Insight into the Diastereoselective Rhodium‐Catalyzed Pauson–Khand Reaction: Role of Coordination Number in Stereocontrol | Zendy

Wang Huijun | Zendy; Sawyer James R. | Zendy; Evans P. Andrew | Zendy; Baik MuHyun | Zendy

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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.

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