Abstract

Symmetry plays a fundamental role in chiral recognition and enantioselective catalysis. Porphyrins possess a number of structural features that make them attractive for the stereocontrol of chiral recognition and metal-catalyzed asymmetric reactions. This article is a brief account of our studies on chiral recognition and enantioselective catalysis by optically active metalloporphyrins. Some of the studies on chiral recognition and asymmetric catalysis by metalloporphyrins performed by others have also been included when useful.

Highlights

  • Symmetry and chemistry have been in a fruitful interaction in various domains of chemistry, such as catalysis, conformational analysis and chiral molecular recognition

  • This part focuses on chiral recognition using ruthenium porphyrins as hosts conducted by our group

  • Many studies have been focused on metalloporphyrins as chiral hosts, because these macrocycles are quite rigid and can provide multiple chiral recognition sites by various chemical modifications of the porphyrin ring [10]

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Summary

Introduction

Symmetry and chemistry have been in a fruitful interaction in various domains of chemistry, such as catalysis, conformational analysis and chiral molecular recognition. All of these areas play an important role in biological systems. Enzymes usually exhibit extremely high chemical efficiency and enantioselectivity, the lack of rotational symmetry in the active site is generally observed. The desire to mimic the functions of the hemoprotein enzymes, like cytochrome P450, led to a large development of research involving synthetic porphyrins as optically active supramolecular systems [5]. The design of chiral porphyrins as asymmetric catalysts and selective receptors of various substrates is of increasing interest in the development of enantioselective catalysis and chiral recognition [9,10]. Some of the studies on chiral recognition and asymmetric catalysis by metalloporphyrins performed by others have been included when useful

Chiral Recognition
Chiral Recognition of Amino Acid Derivatives
Chiral Recognition of Phosphines with Ruthenium Porphyrins
Chiral Recognition of Isocyanides with Ruthenium Porphyrins
Enantioselective Catalysis
Asymmetric Cyclopropanation Reaction
Asymmetric Oxidation Reactions
Conclusions
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