Chiral Cups (Calixarenes) via Dötz Benzannulation

Dedicated to Professor Reinhard Brückner on the occasion of his 60^th birthday

Abstract

Chiral calixarenes are overviewed with respect to different forms of chirality arising from the presence of chiral centers or overall inherent molecular chirality with special emphasis on the latest developments in the synthesis of chiral calixarenes through the well-known Dötz benzannulation reaction. In the latter case the chirality is uniquely placed at the methylene bridges.

1 Introduction

2 Types of Chirality in Chiral Calixarenes

2.1 Chirality due to Chiral Moieties Attached at the Upper or Lower Rim

2.2 Chirality due to the Presence of Substituents on the Phenyl Rings

2.3 Chirality due to the Presence of Substituents at the Methylene Bridges

3 Summary and Outlook

Key words

calixarenes - macrocycles - supramolecules - hybrid molecules - chirality - host–guest systems

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