Discrimination of Mobile Supramolecular Chirality: Acylative Molecular Transformations by Organocatalysis (Springer Theses)

Supervisor’s Foreword
List of Published Articles
Acknowledgements
Contents
Abbreviations
1 Introduction
	References
2 Mechanistic Study of Organocatalytic Chemoselective Monoacylation of 1,5-Pentanediol
	2.1 Backgrounds
		2.1.1 Backgrounds of Acylative Molecular Transformations
		2.1.2 Backgrounds of Chemoselective Monoacylation of 1,n-Diol
	2.2 Experimental Studies for Elucidation of Mechanistic Aspects of Chemoselective Monoacylation of 1,5-Pentanediol
		2.2.1 Effects of Side Chain Structures of Catalysts
		2.2.2 Effects of C2-Symmetric Structures in Catalysts
	2.3 Experimental Studies for Elucidation of the Mechanistic Aspects in Substrate-Selective Acylation of 1,5-Pentanediol
		2.3.1 Effects of Catalyst Structures on Monoacylation of 1,2-Ethanediol
		2.3.2 Effects of Catalyst Structures on Substrate-Selective Acylation of 1,5-Pentanediol
	2.4 Computational Study
	2.5 Conclusion
	2.6 Experimental Section
	References
3 Discrimination of Mobile Supramolecular Chirality: Kinetic Resolution of Mechanically Planar Chiral Rotaxanes by Organocatalysis
	3.1 Backgrounds
	3.2 Mobile Supramolecular Chirality
	3.3 Designed Strategy
	3.4 Synthesis of Substrates
	3.5 Optimization of Conditions
		3.5.1 Screening of Catalysts
		3.5.2 Screening of Substrates
		3.5.3 Investigation of Reaction Parameters
		3.5.4 Effects of Catalyst Loading
		3.5.5 Effects of Conversion
		3.5.6 Effects of Concentration
	3.6 Preparative Scale Production of an Enantiopure Rotaxane
	3.7 Kinetic Resolution of a Rotaxane with a Typical Catalyst
	3.8 Effects of Acidic Hydrogens of NHNs Groups
	3.9 A Proposal of a Model for Chiral Discrimination
	3.10 Conclusion
	3.11 Experimental Section
		3.11.1 General Considerations
		3.11.2 Supplementary Methods
		3.11.3 Analytical Data
		3.11.4 Synthesis of Compounds
		3.11.5 NMR Spectroscopy
	References
4 Appendix
	4.1 Formation of Acylpyridinium Salts
		4.1.1 Formation of Acylpyridinium Acetate Complex from PPY Catalyst and Ac2O
		4.1.2 Formation of Benzoylpyridinium Benzoate Complex from PPY Catalyst and Bz2O
		4.1.3 Formation of Acylpyridinium Chloride Complexes from PPY Catalyst and AcCl or BzCl
	4.2 Conclusion
	4.3 Experimental Section
	References
5 Conclusion and Perspectives
	References
Curriculum Vitae