Proazaphosphatranes : discovery, synthesis and applications

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Table of contents

Part I: Introduction
Chapter 1. Proazaphosphatranes: discovery, synthesis and applications
1.1 Introduction
1.2 Application of proazaphosphatranes in stoichiometric reactions
1.3 Application of proazaphosphatranes as organocatalysts
1.4 Application of proazaphosphatranes as ligands in metallic catalysis
1.5 Conclusions
Chapter 2. Covalent cages with inwardly directed reactive centers as confined organo- and metal catalysts
2.1 Introduction
2.2 Confined metal-catalysts
2.3 Confined organocatalysts
2.4 Conclusions
Chapter 3. Halogen bonding: an emergent non-covalent interaction
3.1 Introduction
3.2 Halogen bonding in anion recognition
3.3 Halogen bonding in organocatalysis
3.4 Conclusions
Part II: New applications of proazaphosphatranes in catalysis
Chapter 4. Verkade’s superbase as an organocatalyst for Strecker Reaction
4.1 Introduction
4.2 Results and discussion
4.2.1 Initial experiments
4.2.2 Optimization of reaction conditions
4.2.3 Scope of substrates
4.2.4 Mechanism study
4.3 Conclusions
Chapter 5. Endohedral functionalized cage as a tool to create Frustrated Lewis Pairs
5.1 Introduction
5.2 Results and discussion
5.2.1 Initial experiments
5.2.2 Scope of substrates
5.2.3 Mechanism study
5.2.4 MBH reaction in the presence of enantiopure M-74/P-74 and TiCl4
5.2.5 Synthesis of enantiopure encaged Verkade’s superbase
5.2.6 Attempts to obtain enantiomeric excess for reactions in the presence of M-74/P-74
5.2.7 Synthesis of enantiopure BINOL-based hemicryptophanes
5.2.8 Assignment of the absolute configuration
5.3 Conclusions
Part III: Beyond proazaphosphatranes: haloazaphosphatrane – from organocatalysis to halogen bonding
Chapter 6 Halogenated azaphosphatrane: a new member of halogen-bond donor 
6.1 Introduction
6.2 Results and discussion
6.2.1 Application of azaphosphatranes as hydrogen-bonding organocatalysts
6.2.2 Recognition properties
6.2.3 Halogen bonding in a cage
6.2.4 From halogen bonding to chalcogen bonding
6.3 Conclusions