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HERO ID
7918224
Reference Type
Journal Article
Title
Chiral arene ruthenium complexes .2. A diastereoselective route to [(eta(6)-benzyl alcohol)(COD)Ru] complexes
Author(s)
Bodes, G; Heinemann, F; Zenneck, U
Year
1997
Is Peer Reviewed?
1
Journal
Chemische Berichte
ISSN:
0009-2940
Volume
130
Issue
9
Page Numbers
1321-1325
Language
English
DOI
10.1002/cber.19971300923
Web of Science Id
WOS:A1997XU67400021
Abstract
Two preparative routes are reported that give access to the racemic series of planar chiral [(arenej(COD)Ru] derivatives containing r|6-bonded o-tolyl ketone or aldehyde arene units. The ketone and aldehyde functions of these have subsequently been reduced by nBuLi and PhLi, respectively. Hydrolysis converts the initially formed lithium salts into diastereomeric benzyl alcohol complexes in high yields. The formation of the new stereogenic centre is diastereoselective (88% de) for the aldehyde and diastereospecific for the ketone (de > 99%). Due to a sterically overcrowded situation, the rotation of the chiral side chain of [(COD)(η6-o-tolyl-text-butylphenylmethanol) Ru] (7) is hindered, as is the rotation of the phenyl and text-butyl substituents. As a consequence, the hydroxyl group is fixed at a position close to the metal both in solution and in the solid state. © VCH Verlagsgcscllschaft mbH,.
Keywords
arene complexes; ruthenium; diastereoselective; reduction
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