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Difluorphos, an Electron‐Poor Diphosphane: A Good Match Between Electronic and Steric Features
Author(s) -
Jeulin Séverine,
Duprat de Paule Sébastien,
RatovelomananaVidal Virginie,
Genêt JeanPierre,
Champion Nicolas,
Dellis Philippe
Publication year - 2004
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.200352453
Subject(s) - steric effects , biphenyl , ruthenium , chemistry , content (measure theory) , information retrieval , computer science , organic chemistry , mathematics , catalysis , mathematical analysis
The π acidity makes the difference : The fluorinated diphosphane, difluorphos, is synthesized (see structure: purple=P, red=O, green=F, gray=C) and its stereoelectronic features are evaluated in theoretical and experimental studies. Its unusual π acidity explains the excellent results obtained with it in ruthenium‐mediated asymmetric hydrogenation of fluorinated β‐functionalized ketones. These results are better than those obtained with other biphenyl‐based diphosphanes.

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