Diels–Alder Reactivity of Binuclear Complexes with Calixarene-like Structures

✍ Scribed by Steffen Käss; Thomas Gregor; Berthold Kersting

• Publisher: John Wiley and Sons
• Year: 2006
• Tongue: English
• Weight: 136 KB
• Volume: 45
• Category: Article
• ISSN: 0044-8249
• DOI: 10.1002/anie.200500683

✦ Synopsis

Dedicated to Professor Heinrich Vahrenkamp on the occasion of his 65th birthday

The Diels-Alder reaction is one of the most useful reactions in organic synthesis. [1] As a consequence, a large number of strategies have been developed to control the course and rate of this transformation. [2] Recently, it has been found that the outcome of some cycloadditions can be altered remarkably when performed inside the cavity of cyclodextrines, [3,4] selfassembled molecular capsules, [5][6][7] or coordination cages. [8][9][10] This fact intrigued us greatly and awoke our interest in the Diels-Alder reactivity of the "calixarene-like" [M 2 (m-L')(L 1 )] + complexes bearing unsaturated carboxylate coligands L' (Scheme 1). [11] We report herein the synthesis and Scheme 1. Structures of H 2 L 1 and its metal complexes. Compound labels are given in Schemes 2-4. The cavity representation of the complexes has been used for reasons of clarity. It should not be confused with the one used for the cyclodextrins.