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Macrocycle size matters: “small” functionalized rotaxanes in excellent yield using the CuAAC active template approach

Macrocycle size matters: “small” functionalized rotaxanes in excellent yield using the CuAAC active template approach
Macrocycle size matters: “small” functionalized rotaxanes in excellent yield using the CuAAC active template approach
By shrinking the macrocycle in the CuAAC active template reaction not only is it demonstrated to be possible to use smaller macrocycles, but, surprisingly, that smaller macrocycles lead to higher yields of rotaxane product. The synthesis of “small” functionalized [2]rotaxanes showcases this as a method for the production of materials with potential applications in molecular electronics, drug delivery, sensing, and enantioselective catalysis.
1433-7851
4151-4155
Lahlali, Hicham
45d4f6b0-6bf0-4a9c-bf1d-4b1cd89518cc
Jobe, Kajally
ab190c46-b176-4fa8-8e22-56ff9c75a526
Watkinson, Michael
7405d50a-0e9d-4b31-8e23-0a3198eb1abd
Goldup, Stephen M.
0a93eedd-98bb-42c1-a963-e2815665e937
Lahlali, Hicham
45d4f6b0-6bf0-4a9c-bf1d-4b1cd89518cc
Jobe, Kajally
ab190c46-b176-4fa8-8e22-56ff9c75a526
Watkinson, Michael
7405d50a-0e9d-4b31-8e23-0a3198eb1abd
Goldup, Stephen M.
0a93eedd-98bb-42c1-a963-e2815665e937

Lahlali, Hicham, Jobe, Kajally, Watkinson, Michael and Goldup, Stephen M. (2011) Macrocycle size matters: “small” functionalized rotaxanes in excellent yield using the CuAAC active template approach. Angewandte Chemie International Edition, 50 (18), 4151-4155. (doi:10.1002/anie.201100415). (PMID:21462287)

Record type: Article

Abstract

By shrinking the macrocycle in the CuAAC active template reaction not only is it demonstrated to be possible to use smaller macrocycles, but, surprisingly, that smaller macrocycles lead to higher yields of rotaxane product. The synthesis of “small” functionalized [2]rotaxanes showcases this as a method for the production of materials with potential applications in molecular electronics, drug delivery, sensing, and enantioselective catalysis.

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More information

Published date: 1 April 2011
Organisations: Organic Chemistry: Synthesis, Catalysis and Flow

Identifiers

Local EPrints ID: 370655
URI: http://eprints.soton.ac.uk/id/eprint/370655
ISSN: 1433-7851
PURE UUID: 7865d2dd-645f-456e-9aad-ffe77b2dd548
ORCID for Stephen M. Goldup: ORCID iD orcid.org/0000-0003-3781-0464

Catalogue record

Date deposited: 03 Nov 2014 13:22
Last modified: 14 Mar 2024 18:20

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Contributors

Author: Hicham Lahlali
Author: Kajally Jobe
Author: Michael Watkinson

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