[{"day":"10","page":"2398-2407","quality_controlled":"1","pmid":1,"publisher":"Beilstein Institut","type":"journal_article","external_id":{"pmid":["31666874"]},"date_published":"2019-10-10T00:00:00Z","extern":"1","keyword":["Organic Chemistry"],"language":[{"iso":"eng"}],"status":"public","month":"10","publication_identifier":{"eissn":["1860-5397"]},"article_type":"original","scopus_import":"1","main_file_link":[{"url":"https://doi.org/10.3762/bjoc.15.232","open_access":"1"}],"doi":"10.3762/bjoc.15.232","article_processing_charge":"No","oa_version":"Published Version","title":"Reversible switching of arylazopyrazole within a metal–organic cage","publication_status":"published","abstract":[{"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.","lang":"eng"}],"citation":{"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.","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>","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.","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>."},"year":"2019","date_created":"2023-08-01T09:38:06Z","_id":"13369","user_id":"2DF688A6-F248-11E8-B48F-1D18A9856A87","author":[{"full_name":"Hanopolskyi, Anton I","last_name":"Hanopolskyi","first_name":"Anton I"},{"first_name":"Soumen","last_name":"De","full_name":"De, Soumen"},{"last_name":"Białek","first_name":"Michał J","full_name":"Białek, Michał J"},{"last_name":"Diskin-Posner","first_name":"Yael","full_name":"Diskin-Posner, Yael"},{"full_name":"Avram, Liat","last_name":"Avram","first_name":"Liat"},{"full_name":"Feller, Moran","last_name":"Feller","first_name":"Moran"},{"first_name":"Rafal","last_name":"Klajn","id":"8e84690e-1e48-11ed-a02b-a1e6fb8bb53b","full_name":"Klajn, Rafal"}],"volume":15,"oa":1,"intvolume":"        15","date_updated":"2023-08-07T10:34:56Z","publication":"Beilstein Journal of Organic Chemistry"}]