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Synfacts 2017; 13(02): 0145
DOI: 10.1055/s-0036-1589933
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag Stuttgart · New York

Toward Automated Oligo[n]rotaxanes

Contributor(s):
Timothy M. Swager
,
Constantin-Christian A. Voll
Lewis JE. M, Winn J, Cera L, Goldup SM * University of Southampton and Queen Mary University of London, UK
Iterative Synthesis of Oligo[n]rotaxanes in Excellent Yield.

J. Am. Chem. Soc. 2016;
138: 16329-16336
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Further Information

Publication History

Publication Date:
18 January 2017 (online)

 
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Key words

oligorotaxanes - iterative synthesis - AT-CuAAC

Significance

Molecular motors are prime candidates in the development of new materials and sensors. The rotaxane structure has been shown to be able to act as a molecular muscle or molecular computer chip, for which Fraser Stoddart was awarded the 2016 Nobel Prize. The authors demonstrate an iterative synthesis yielding oligorotaxanes in high yields.


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Comment

Given the immense importance of rotaxanes, iterative syntheses and their ability to automate syntheses are vital for the widespread application of molecular motors such as rotaxanes. The approach involves an active template copper-mediated alkyne–azide cycloaddition (AT-CuAAC) and is applicable to homo- and hetero[n]rotaxanes.


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