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Azide Chemistry in Rotaxane and Catenane Synthesis by Stéphanie Durot; Julien Frey; Jean‐Pierre Sauvage; Christian Tock is a scholarly article available to read on EtoBox.

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In general, two main strategies have been explored to synthesize rotaxanes (Scheme 14.1 ): the fi rst one is the double -stoppering approach. After threading of a string -like fragment through a ring using non -covalent interactions, a double -stoppering reaction produces the desired rotaxane. Usually, this method leads to the formation of rotaxanes with modest or low yields, especially if the precursor is not very stable under the reaction conditions. To limit the unthreading reaction leading to dissociation of the precursor, a reasonably effi cient strategy has been used which consists in a stepwise approach. It comprises three steps: (i) attachment of a fi rst stopper to the string, followed by (ii) the threading reaction, and, fi nally, (iii) fi xation of the second stopper to the thread. This procedure is well adapted when the pre -rotaxane is sensitive under the relatively harsh reaction conditions used to attach the stoppers, since a mono -stoppered precursor is less prompted to unthreading than a non -stoppered one. On the other hand, the double -stoppering approach can be very effi cient in case of stable and robust pre -rotaxanes or mild reaction conditions which do not c

Author

Stéphanie Durot; Julien Frey; Jean‐Pierre Sauvage; Christian Tock

Publisher

John Wiley & Sons, Ltd

Published

2009

Language

EN

ISBN

9781283858762