---
_id: '13369'
abstract:
- lang: eng
  text: Arylazopyrazoles represent a new family of molecular photoswitches characterized
    by a near-quantitative conversion between two states and long thermal half-lives
    of the metastable state. Here, we investigated the behavior of a model arylazopyrazole
    in the presence of a self-assembled cage based on Pd–imidazole coordination. Owing
    to its high water solubility, the cage can solubilize the E isomer of arylazopyrazole,
    which, by itself, is not soluble in water. NMR spectroscopy and X-ray crystallography
    have independently demonstrated that each cage can encapsulate two molecules of
    E-arylazopyrazole. UV-induced switching to the Z isomer was accompanied by the
    release of one of the two guests from the cage and the formation of a 1:1 cage/Z-arylazopyrazole
    inclusion complex. DFT calculations suggest that this process involves a dramatic
    change in the conformation of the cage. Back-isomerization was induced with green
    light and resulted in the initial 1:2 cage/E-arylazopyrazole complex. This back-isomerization
    reaction also proceeded in the dark, with a rate significantly higher than in
    the absence of the cage.
article_processing_charge: No
article_type: original
author:
- first_name: Anton I
  full_name: Hanopolskyi, Anton I
  last_name: Hanopolskyi
- first_name: Soumen
  full_name: De, Soumen
  last_name: De
- first_name: Michał J
  full_name: Białek, Michał J
  last_name: Białek
- first_name: Yael
  full_name: Diskin-Posner, Yael
  last_name: Diskin-Posner
- first_name: Liat
  full_name: Avram, Liat
  last_name: Avram
- first_name: Moran
  full_name: Feller, Moran
  last_name: Feller
- first_name: Rafal
  full_name: Klajn, Rafal
  id: 8e84690e-1e48-11ed-a02b-a1e6fb8bb53b
  last_name: Klajn
citation:
  ama: Hanopolskyi AI, De S, Białek MJ, et al. Reversible switching of arylazopyrazole
    within a metal–organic cage. <i>Beilstein Journal of Organic Chemistry</i>. 2019;15:2398-2407.
    doi:<a href="https://doi.org/10.3762/bjoc.15.232">10.3762/bjoc.15.232</a>
  apa: Hanopolskyi, A. I., De, S., Białek, M. J., Diskin-Posner, Y., Avram, L., Feller,
    M., &#38; Klajn, R. (2019). Reversible switching of arylazopyrazole within a metal–organic
    cage. <i>Beilstein Journal of Organic Chemistry</i>. Beilstein Institut. <a href="https://doi.org/10.3762/bjoc.15.232">https://doi.org/10.3762/bjoc.15.232</a>
  chicago: Hanopolskyi, Anton I, Soumen De, Michał J Białek, Yael Diskin-Posner, Liat
    Avram, Moran Feller, and Rafal Klajn. “Reversible Switching of Arylazopyrazole
    within a Metal–Organic Cage.” <i>Beilstein Journal of Organic Chemistry</i>. Beilstein
    Institut, 2019. <a href="https://doi.org/10.3762/bjoc.15.232">https://doi.org/10.3762/bjoc.15.232</a>.
  ieee: A. I. Hanopolskyi <i>et al.</i>, “Reversible switching of arylazopyrazole
    within a metal–organic cage,” <i>Beilstein Journal of Organic Chemistry</i>, vol.
    15. Beilstein Institut, pp. 2398–2407, 2019.
  ista: Hanopolskyi AI, De S, Białek MJ, Diskin-Posner Y, Avram L, Feller M, Klajn
    R. 2019. Reversible switching of arylazopyrazole within a metal–organic cage.
    Beilstein Journal of Organic Chemistry. 15, 2398–2407.
  mla: Hanopolskyi, Anton I., et al. “Reversible Switching of Arylazopyrazole within
    a Metal–Organic Cage.” <i>Beilstein Journal of Organic Chemistry</i>, vol. 15,
    Beilstein Institut, 2019, pp. 2398–407, doi:<a href="https://doi.org/10.3762/bjoc.15.232">10.3762/bjoc.15.232</a>.
  short: A.I. Hanopolskyi, S. De, M.J. Białek, Y. Diskin-Posner, L. Avram, M. Feller,
    R. Klajn, Beilstein Journal of Organic Chemistry 15 (2019) 2398–2407.
date_created: 2023-08-01T09:38:06Z
date_published: 2019-10-10T00:00:00Z
date_updated: 2023-08-07T10:34:56Z
day: '10'
doi: 10.3762/bjoc.15.232
extern: '1'
external_id:
  pmid:
  - '31666874'
intvolume: '        15'
keyword:
- Organic Chemistry
language:
- iso: eng
main_file_link:
- open_access: '1'
  url: https://doi.org/10.3762/bjoc.15.232
month: '10'
oa: 1
oa_version: Published Version
page: 2398-2407
pmid: 1
publication: Beilstein Journal of Organic Chemistry
publication_identifier:
  eissn:
  - 1860-5397
publication_status: published
publisher: Beilstein Institut
quality_controlled: '1'
scopus_import: '1'
status: public
title: Reversible switching of arylazopyrazole within a metal–organic cage
type: journal_article
user_id: 2DF688A6-F248-11E8-B48F-1D18A9856A87
volume: 15
year: '2019'
...