Molecules 2010, 15(5), 3709-3730; doi:10.3390/molecules15053709

Recent Advances in the Synthesis of Ammonium-Based Rotaxanes

email and * email
Received: 1 April 2010; in revised form: 12 May 2010 / Accepted: 13 May 2010 / Published: 25 May 2010
(This article belongs to the Special Issue Supramolecular Assembly)
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
Abstract: The number of synthetic methods enabling the preparation of ammonium-based rotaxanes has increased very rapidly in the past ten years. The challenge in the synthesis of rotaxanes results from the rather weak interactions between the ammonium-containing rod and the crown ether macrocycle in the pseudorotaxane structure that rely mostly on O•H hydrogen bonds. Indeed, no strong base or polar solvent that could break up H-bonding can be used during the formation of rotaxanes because the two components will separate as two distinct entities. Moreover, most of the reactions have to be performed at room temperature to favor the formation of pseudorotaxane in solution. These non-trivial prerequisites have been taken into account to develop efficient reaction conditions for the preparation of rotaxanes and those are described in detail along this review.
Keywords: rotaxane; crown ether; synthesis; end-capping reaction; ring-closing reaction; functional rotaxane
PDF Full-text Download PDF Full-Text [440 KB, Updated Version, uploaded 18 June 2014 19:32 CEST]
The original version is still available [405 KB, uploaded 18 June 2014 19:32 CEST]

Export to BibTeX |

MDPI and ACS Style

Thibeault, D.; Morin, J.-F. Recent Advances in the Synthesis of Ammonium-Based Rotaxanes. Molecules 2010, 15, 3709-3730.

AMA Style

Thibeault D, Morin J-F. Recent Advances in the Synthesis of Ammonium-Based Rotaxanes. Molecules. 2010; 15(5):3709-3730.

Chicago/Turabian Style

Thibeault, Dominic; Morin, Jean-François. 2010. "Recent Advances in the Synthesis of Ammonium-Based Rotaxanes." Molecules 15, no. 5: 3709-3730.

Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert