Prev. Article Next Article Table of Contents

Communication

A Simple Molecular Machine Operated by Photoinduced Proton Transfer

Your current credentials do not allow retrieval of the full text.

Purchase the full-text

PDF/HTML,
figures/images,
references and tables,
(where available)

Serena Silvi,^† Arturo Arduini,^‡ Andrea Pochini,^‡ Andrea Secchi,^‡ Massimiliano Tomasulo,^§ Françisco M. Raymo,^§ Massimo Baroncini,^† and Alberto Credi*^†

Dipartimento di Chimica “G. Ciamician”, Università di Bologna, via Selmi 2, 40126 Bologna, Italy, Dipartimento di Chimica Organica e Industriale, Università di Parma, via Usberti 17/a, 43100 Parma, Italy, and Center for Supramolecular Science, Department of Chemistry, University of Miami, 1301 Memorial Drive, Coral Gables, Florida 33146-0431

J. Am. Chem. Soc., 2007, 129 (44), pp 13378–13379

DOI: 10.1021/ja0753851

Publication Date (Web): October 13, 2007

Section:

Radiation Chemistry, Photochemistry, and Photographic and Other Reprographic Processes

Abstract

The threading−dethreading of a photoinactive pH-switchable calix[6]arene bipyridinium pseudorotaxane in solution has been controlled by visible light irradiation using a merocyanine compound as a photoacid. The coupling between the two molecular switches that communicate with one another by intermolecular proton transfer provides a general principle for the operation of acid−base controllable molecular machines with light.

View: Full Text HTML | Hi-Res PDF | PDF w/ Links

Citing Articles

View all 51 citing articles

Citation data is made available by participants in CrossRef's Cited-by Linking service. For a more comprehensive list of citations to this article, users are encouraged to perform a search in SciFinder.

This article has been cited by 12 ACS Journal articles (5 most recent appear below).

Photochromism in Cucurbit[8]uril Cavity: Inhibition of Hydrolysis and Modification of the Rate of Merocyanine–Spiropyran Transformations
Zsombor Miskolczy and László Biczók
The Journal of Physical Chemistry B2011 115 (43), 12577-12583
- Photochromism in Cucurbit[8]uril Cavity: Inhibition of Hydrolysis and Modification of the Rate of Merocyanine–Spiropyran Transformations
  Zsombor Miskolczy and László Biczók
  The Journal of Physical Chemistry B2011 115 (43), 12577-12583
  The effect of inclusion complex formation on the photochromic behavior of a spirobenzopyran dye and its merocyanine isomer was studied in aqueous solution using cucurbit[8]uril (CB8) as a host. The merocyanine (MC) and protonated merocyanine (MCH+) were ...
  Abstract | Full Text HTML | Hi-Res PDF | PDF w/ Links
Long-Lived Photoacid Based upon a Photochromic Reaction
Zheng Shi, Ping Peng, Daniel Strohecker, and Yi Liao
Journal of the American Chemical Society2011 133 (37), 14699-14703
- Long-Lived Photoacid Based upon a Photochromic Reaction
  Zheng Shi, Ping Peng, Daniel Strohecker, and Yi Liao
  Journal of the American Chemical Society2011 133 (37), 14699-14703
  A visible-light activatable photoacid has been studied, which upon irradiation, changes from a weak acid, with a pKa of 7.8, to a strong acid, which achieves nearly complete proton dissociation. This process is reversible and the half-life of the proton-...
  Abstract | Full Text HTML | Hi-Res PDF | PDF w/ Links
Isomerization Mechanism in Hydrazone-Based Rotary Switches: Lateral Shift, Rotation, or Tautomerization?
Shainaz M. Landge, Ekatarina Tkatchouk, Diego Benítez, Don Antoine Lanfranchi, Mourad Elhabiri, William A. Goddard, III, and Ivan Aprahamian
Journal of the American Chemical Society2011 133 (25), 9812-9823
- Isomerization Mechanism in Hydrazone-Based Rotary Switches: Lateral Shift, Rotation, or Tautomerization?
  Shainaz M. Landge, Ekatarina Tkatchouk, Diego Benítez, Don Antoine Lanfranchi, Mourad Elhabiri, William A. Goddard, III, and Ivan Aprahamian
  Journal of the American Chemical Society2011 133 (25), 9812-9823
  Two intramolecularly hydrogen-bonded arylhydrazone (aryl = phenyl or naphthyl) molecular switches have been synthesized, and their full and reversible switching between the E and Z configurations have been demonstrated. These chemically controlled ...
  Abstract | Full Text HTML | Hi-Res PDF | PDF w/ Links
Comprehensive Understanding of Structure- Photosensitivity Relationships of Photochromic [2.2]Paracyclophane-Bridged Imidazole Dimers
Katsuya Mutoh and Jiro Abe
The Journal of Physical Chemistry A2011 115 (18), 4650-4656
- Comprehensive Understanding of Structure- Photosensitivity Relationships of Photochromic [2.2]Paracyclophane-Bridged Imidazole Dimers
  Katsuya Mutoh and Jiro Abe
  The Journal of Physical Chemistry A2011 115 (18), 4650-4656
  The photochromic [2.2]paracyclophane-bridged imidazole dimers show instantaneous coloration upon exposure to UV light and rapid fading in the dark. Experimental details for the enhancement of the photosensitivity and the unique photoisomerization of newly ...
  Abstract | Full Text HTML | Hi-Res PDF | PDF w/ Links
Photoresponsive Host−Guest Systems Based on a New Azobenzene-Containing Crytpand
Ming Liu, Xuzhou Yan, Menglong Hu, Xiaopeng Chen, Mingming Zhang, Bo Zheng, Xiaohuan Hu, Shuang Shao and Feihe Huang
Organic Letters2010 12 (11), 2558-2561
- Photoresponsive Host−Guest Systems Based on a New Azobenzene-Containing Crytpand
  Ming Liu, Xuzhou Yan, Menglong Hu, Xiaopeng Chen, Mingming Zhang, Bo Zheng, Xiaohuan Hu, Shuang Shao and Feihe Huang
  Organic Letters2010 12 (11), 2558-2561
  A new azobenzene-bridged cryptand was synthesized; it can be well controlled between cis and trans isomers by irradiation with different wavelengths or by being heated. It was found that this cryptand exhibits an ON−OFF binding ability with 2,7-...
  Abstract | Full Text HTML | Hi-Res PDF | PDF w/ Links