Discrimination of Mobile Supramolecular Chirality: Acylative Molecular Transformations by Organocatalysis...

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Ayumi Imayoshi

Discrimination of Mobile Supramolecular Chirality

Acylative Molecular Transformations by Organocatalysis

Ayumi Imayoshi

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English

Springer Verlag, Singapore
19 November 2021

Medical research; Organic chemistry; Catalysis; Biochemistry; Nanotechnology

Series: Springer Theses

This book proposes a novel concept for molecular recognition. In the field of asymmetric synthesis approaching the mature science, asymmetric discrimination and catalytic synthesis of chiral supramolecules still stand as unsolved problems. The extreme difficulty in asymmetric synthesis of such supramolecules may result from the mobile nature of supramolecular chirality. Here the author shows the first highly enantioselective synthesis of mechanically chiral supramolecules. In the presence of a chiral organocatalyst, a mechanically planar chiral rotaxane was obtained with p erfect enantiopurity (>99% ee) with an excellent selectivity. The dynamic and flexible recognition mode enabled asymmetric synthesis of supramolecules with conformational flexibility and mobility. The recognition mode of the catalyst is a contrast to the traditional static and rigid recognition mode of the typical conventional catalysts. The concept of dynamic molecular recognition will be adopted as a novelconcept in a wide range of fields beyond the field of organic chemistry, including material chemistry, biochemistry, and medicinal chemistry.

By: Ayumi Imayoshi
Imprint: Springer Verlag, Singapore
Country of Publication: Singapore
Edition: 2022 ed.
Dimensions: Height: 235mm, Width: 155mm,
Weight: 330g
ISBN: 9789811674303
ISBN 10: 9811674302
Series: Springer Theses
Pages: 87
Publication Date: 19 November 2021
Audience: Professional and scholarly , Undergraduate
Format: Hardback
Publisher's Status: Active

Introduction.- Mechanistic Study of Organocatalytic Chemoselective Monoacylation of 1,5-Pentanediol.- Discrimination of Mobile Supramolecular Chirality: Kinetic Resolution of Topologically Chiral Racemic Rotaxanes by Organocatalysis.- Conclusion and Perspective.