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Literature DB >> 29542930

Cyclodextrin Rotaxane with Switchable Pirouetting.

Qi-Wei Zhang¹, Jaroslav Zajíček¹, Bradley D Smith¹.

Abstract

A [1]rotaxane with two threaded α-cyclodextrin (α-CD) wheels was synthesized in 92% yield using a one-pot process at room temperature that employed spontaneous α-CD threading onto a 12-carbon alkyl chain in water followed by an oxime condensation reaction that attached two boronic acid-containing stopper groups. Rapid pirouetting of the threaded α-CD wheels around the encapsulated dumbbell was switched "ON" or "OFF" by the presence of chemical additives that controlled boronate ester bond formation between the interlocked components.

Entities: Chemical Disease Gene

Mesh：

Substances：

Year: 2018 PMID： 29542930 PMCID： PMC5904832 DOI： 10.1021/acs.orglett.8b00655

Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.005

35 in total

Review 1. On the way to rotaxane-based molecular motors: studies in molecular mobility and topological chirality.

Authors: C A Schalley; K Beizai; F Vögtle
Journal: Acc Chem Res Date: 2001-06 Impact factor: 22.384

2. Photoisomerization of a rotaxane hydrogen bonding template: light-induced acceleration of a large amplitude rotational motion.

Authors: Francesco G Gatti; Salvador León; Jenny K Y Wong; Giovanni Bottari; Andrea Altieri; M Angeles Farran Morales; Simon J Teat; Céline Frochot; David A Leigh; Albert M Brouwer; Francesco Zerbetto
Journal: Proc Natl Acad Sci U S A Date: 2002-12-27 Impact factor: 11.205

Review 3. Cyclodextrin rotaxanes and polyrotaxanes.

Authors: Gerhard Wenz; Bao-Hang Han; Axel Müller
Journal: Chem Rev Date: 2006-03 Impact factor: 60.622

4. Sol-gel conversion based on photoswitching between noncovalently and covalently linked netlike supramolecular polymers.

Authors: Qiwei Zhang; Da-Hui Qu; Xiang Ma; He Tian
Journal: Chem Commun (Camb) Date: 2013-10-28 Impact factor: 6.222

5. Sodium and barium cation-templated synthesis and cation-induced molecular pirouetting of a pyridine N-oxide containing [2]rotaxane.

Authors: Laura M Hancock; Paul D Beer
Journal: Chem Commun (Camb) Date: 2011-04-11 Impact factor: 6.222

Cyclodextrin Rotaxane with Switchable Pirouetting.

Review 1. On the way to rotaxane-based molecular motors: studies in molecular mobility and topological chirality.

2. Photoisomerization of a rotaxane hydrogen bonding template: light-induced acceleration of a large amplitude rotational motion.

Review 3. Cyclodextrin rotaxanes and polyrotaxanes.

4. Sol-gel conversion based on photoswitching between noncovalently and covalently linked netlike supramolecular polymers.

5. Sodium and barium cation-templated synthesis and cation-induced molecular pirouetting of a pyridine N-oxide containing [2]rotaxane.

6. Photoresponsive Host-Guest Functional Systems.

7. Cyclodextrin-based size-complementary [3]rotaxanes: selective synthesis and specific dissociation.

8. New Class of Hydroxy-Substituted Squaraine Rotaxane.

9. Fast and selective labeling of N-terminal cysteines at neutral pH via thiazolidino boronate formation.

10. Boronic acids facilitate rapid oxime condensations at neutral pH.

1. Self-Assembly of Stimuli-Responsive [2]Rotaxanes by Amidinium Exchange.

2. NMR Relaxation Dispersion Reveals Macrocycle Breathing Dynamics in a Cyclodextrin-based Rotaxane.