C{sub 2}-symmetric Copper(II) complexes as chiral Lewis acids

Conference · Fri Dec 01 04:00:00 EST 1995

OSTI ID:126733

Evans, D A; Murry, J A; Matt, P von ^[1]

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1. Harvard Univ., Cambridge, MA (United States); and others

Two new Cu(II)-derived Lewis acid catalysts 1 and 2 have been prepared and their utility as catalysts in the Diels-Alder reaction documented. While complex 1 is effective in catalyzing the cycloaddition of unsaturated aldehyde dienophiles with cyclopentadiene complex 2 is optimal for imide dienophiles. This study provides a rational basis for the design of Lewis acids based on the coordinating capacity of cationic Cu(II) complexes which possess sufficient Lewis acidity to catalyze a range of synthetically useful Diels-Alder reactions. In particular, documentation of the importance of counterion structure in the use of cationic metal centers as Lewis acids has been made for the first time.

• OSTI ID: 126733
• Report Number(s): CONF-950402--
• Country of Publication: United States
• Language: English

Related Subjects

40 CHEMISTRY
CATALYTIC EFFECTS
COPPER COMPLEXES
DIELS-ALDER REACTION
LEWIS ACIDS
MOLECULAR STRUCTURE