IDEAS home Printed from https://ideas.repec.org/a/nat/nature/v401y1999i6749d10.1038_43646.html
   My bibliography  Save this article

Light-driven monodirectional molecular rotor

Author

Listed:
  • Nagatoshi Koumura

    (Stratingh Institute, University of Groningen
    Institute for Chemical Reaction Science, Tohoku University)

  • Robert W. J. Zijlstra

    (Stratingh Institute, University of Groningen)

  • Richard A. van Delden

    (Stratingh Institute, University of Groningen)

  • Nobuyuki Harada

    (Institute for Chemical Reaction Science, Tohoku University)

  • Ben L. Feringa

    (Stratingh Institute, University of Groningen)

Abstract

Attempts to fabricate mechanical devices on the molecular level1,2 have yielded analogues of rotors3, gears4, switches5, shuttles6,7, turnstiles8 and ratchets9. Molecular motors, however, have not yet been made, even though they are common in biological systems10. Rotary motion as such has been induced in interlocked systems11,12,13 and directly visualized for single molecules14, but the controlled conversion of energy into unidirectional rotary motion has remained difficult to achieve. Here we report repetitive, monodirectional rotation around a central carbon–carbon double bond in a chiral, helical alkene, with each 360° rotation involving four discrete isomerization steps activated by ultraviolet light or a change in the temperature of the system. We find that axial chirality and the presence of two chiral centres are essential for the observed monodirectional behaviour of the molecular motor. Two light-induced cis-trans isomerizations are each associated with a 180° rotation around the carbon–carbon double bond and are each followed by thermally controlled helicity inversions, which effectively block reverse rotation and thus ensure that the four individual steps add up to one full rotation in one direction only. As the energy barriers of the helicity inversion steps can be adjusted by structural modifications, chiral alkenes based on our system may find use as basic components for ‘molecular machinery’ driven by light.

Suggested Citation

  • Nagatoshi Koumura & Robert W. J. Zijlstra & Richard A. van Delden & Nobuyuki Harada & Ben L. Feringa, 1999. "Light-driven monodirectional molecular rotor," Nature, Nature, vol. 401(6749), pages 152-155, September.
  • Handle: RePEc:nat:nature:v:401:y:1999:i:6749:d:10.1038_43646
    DOI: 10.1038/43646
    as

    Download full text from publisher

    File URL: https://www.nature.com/articles/43646
    File Function: Abstract
    Download Restriction: Access to the full text of the articles in this series is restricted.

    File URL: https://libkey.io/10.1038/43646?utm_source=ideas
    LibKey link: if access is restricted and if your library uses this service, LibKey will redirect you to where you can use your library subscription to access this item
    ---><---

    As the access to this document is restricted, you may want to search for a different version of it.

    Citations

    Citations are extracted by the CitEc Project, subscribe to its RSS feed for this item.
    as


    Cited by:

    1. Sven Vliet & Jinyu Sheng & Charlotte N. Stindt & Ben L. Feringa, 2024. "All-visible-light-driven salicylidene schiff-base-functionalized artificial molecular motors," Nature Communications, Nature, vol. 15(1), pages 1-11, December.
    2. Tomoki Nakajima & Shohei Tashiro & Masahiro Ehara & Mitsuhiko Shionoya, 2023. "Selective synthesis of tightly- and loosely-twisted metallomacrocycle isomers towards precise control of helicity inversion motion," Nature Communications, Nature, vol. 14(1), pages 1-9, December.
    3. Ryojun Toyoda & Nong V. Hoang & Kiana Gholamjani Moghaddam & Stefano Crespi & Daisy R. S. Pooler & Shirin Faraji & Maxim S. Pshenichnikov & Ben L. Feringa, 2022. "Synergistic interplay between photoisomerization and photoluminescence in a light-driven rotary molecular motor," Nature Communications, Nature, vol. 13(1), pages 1-9, December.
    4. Palas Roy & Wesley R. Browne & Ben L. Feringa & Stephen R. Meech, 2023. "Ultrafast motion in a third generation photomolecular motor," Nature Communications, Nature, vol. 14(1), pages 1-9, December.
    5. Michael Filatov(Gulak) & Marco Paolino & Robin Pierron & Andrea Cappelli & Gianluca Giorgi & Jérémie Léonard & Miquel Huix-Rotllant & Nicolas Ferré & Xuchun Yang & Danil Kaliakin & Alejandro Blanco-Go, 2022. "Towards the engineering of a photon-only two-stroke rotary molecular motor," Nature Communications, Nature, vol. 13(1), pages 1-10, December.
    6. Jie Wang & Jun Gu & Jia-Yu Zou & Meng-Jie Zhang & Rui Shen & Zhiwen Ye & Ping-Xun Xu & Ying He, 2024. "Photocatalytic Z/E isomerization unlocking the stereodivergent construction of axially chiral alkene frameworks," Nature Communications, Nature, vol. 15(1), pages 1-8, December.
    7. Umberto Raucci & Hayley Weir & Christoph Bannwarth & David M. Sanchez & Todd J. Martínez, 2022. "Chiral photochemistry of achiral molecules," Nature Communications, Nature, vol. 13(1), pages 1-7, December.
    8. L. Pfeifer & S. Crespi & P. Meulen & J. Kemmink & R. M. Scheek & M. F. Hilbers & W. J. Buma & B. L. Feringa, 2022. "Controlling forward and backward rotary molecular motion on demand," Nature Communications, Nature, vol. 13(1), pages 1-10, December.

    More about this item

    Statistics

    Access and download statistics

    Corrections

    All material on this site has been provided by the respective publishers and authors. You can help correct errors and omissions. When requesting a correction, please mention this item's handle: RePEc:nat:nature:v:401:y:1999:i:6749:d:10.1038_43646. See general information about how to correct material in RePEc.

    If you have authored this item and are not yet registered with RePEc, we encourage you to do it here. This allows to link your profile to this item. It also allows you to accept potential citations to this item that we are uncertain about.

    We have no bibliographic references for this item. You can help adding them by using this form .

    If you know of missing items citing this one, you can help us creating those links by adding the relevant references in the same way as above, for each refering item. If you are a registered author of this item, you may also want to check the "citations" tab in your RePEc Author Service profile, as there may be some citations waiting for confirmation.

    For technical questions regarding this item, or to correct its authors, title, abstract, bibliographic or download information, contact: Sonal Shukla or Springer Nature Abstracting and Indexing (email available below). General contact details of provider: http://www.nature.com .

    Please note that corrections may take a couple of weeks to filter through the various RePEc services.

    IDEAS is a RePEc service. RePEc uses bibliographic data supplied by the respective publishers.