Macrocycle Size Matters: “Small” Functionalized Rotaxanes in Excellent Yield Using the CuAAC Active Template Approach†
Hicham Lahlali
School of Biological and Chemical Sciences, Queen Mary University of London, Joseph Priestley Building, Mile End Road, London, E1 4NS (UK)
Search for more papers by this authorKajally Jobe
School of Biological and Chemical Sciences, Queen Mary University of London, Joseph Priestley Building, Mile End Road, London, E1 4NS (UK)
Search for more papers by this authorMichael Watkinson
School of Biological and Chemical Sciences, Queen Mary University of London, Joseph Priestley Building, Mile End Road, London, E1 4NS (UK)
Search for more papers by this authorCorresponding Author
Dr. Stephen M. Goldup
School of Biological and Chemical Sciences, Queen Mary University of London, Joseph Priestley Building, Mile End Road, London, E1 4NS (UK)
School of Biological and Chemical Sciences, Queen Mary University of London, Joseph Priestley Building, Mile End Road, London, E1 4NS (UK)Search for more papers by this authorHicham Lahlali
School of Biological and Chemical Sciences, Queen Mary University of London, Joseph Priestley Building, Mile End Road, London, E1 4NS (UK)
Search for more papers by this authorKajally Jobe
School of Biological and Chemical Sciences, Queen Mary University of London, Joseph Priestley Building, Mile End Road, London, E1 4NS (UK)
Search for more papers by this authorMichael Watkinson
School of Biological and Chemical Sciences, Queen Mary University of London, Joseph Priestley Building, Mile End Road, London, E1 4NS (UK)
Search for more papers by this authorCorresponding Author
Dr. Stephen M. Goldup
School of Biological and Chemical Sciences, Queen Mary University of London, Joseph Priestley Building, Mile End Road, London, E1 4NS (UK)
School of Biological and Chemical Sciences, Queen Mary University of London, Joseph Priestley Building, Mile End Road, London, E1 4NS (UK)Search for more papers by this authorWe thank Majid Motevalli for assistance with the X-ray crystal structure of rotaxane 6. This work was supported by the Leverhulme Trust (Early Career Fellowship to S.M.G.), the Royal Society, and Q.M.U.L.. S.M.G. is a Royal Society Research Fellow. CuAAC=copper-catalyzed azide–alkyne cycloaddition.
Graphical Abstract
Größer ist nicht immer besser: Für die Azid-Alkin-Klickreaktion mit aktivem Templat wurde überraschend gefunden, dass kleinere Makrocyclen zu höheren Ausbeuten an [2]Rotaxan führen (siehe Schema). Der Ansatz wurde zur Synthese von „kleinen“ Rotaxanen mit potenziellen Anwendungen in der molekularen Elektronik, im Wirkstofftransport, in der Sensorik und in der enantioselektiven Katalyse genutzt.
Supporting Information
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