Cucurbit[7]uril as a universal anchor for photoswitchable monolayers on gold

. 2026 Jan 22 ; () : . [epub] 20260122

Status Publisher Jazyk angličtina Země Anglie, Velká Británie Médium print-electronic

Typ dokumentu časopisecké články

Perzistentní odkaz   https://www.medvik.cz/link/pmid41584447

Photoresponsive self-assembled monolayers (SAMs) were fabricated on gold surfaces using cucurbit[7]uril (CB[7])-based host-guest complexes. In this architecture, the macrocyclic CB[7] unit serves as a universal anchoring platform, with one portal binding to the gold surface and the opposite portal encapsulating a photoswitchable molecular rod featuring a pyridinium-adamantyl recognition site. Four distinct molecular rods were synthesized to demonstrate the versatility of this modular approach. In solution, all supramolecular complexes retained the inherent photoresponsive behavior of the parent rods, exhibiting reversible isomerization with high fatigue resistance and minimal perturbation from CB[7] complexation. Upon surface immobilization, the resulting monolayers retained functional photoactivity, as demonstrated on all four systems. These results underscore the potential of CB[7]-anchored assemblies for the fabrication of robust, light-responsive surfaces and molecular devices.

Zobrazit více v PubMed

Goulet-Hanssens A. Eisenreich F. Hecht S. Adv. Mater. 2020;32(20):1905966. PubMed

Kaleta J., Molecular Switches and Motors in 2-D, in Molecular Photoswitches, ed. Z. L. Pianowski, Wiley-VCH GmbH, 2022

Klajn R. Pure Appl. Chem. 2010;82:2247–2279.

Deng Y. Long G. Zhang Y. Zhao W. Zhou G. Feringa B. L. Chen J. Light:Sci. Appl. 2024;13(1):63. PubMed PMC

Chen H. Stoddart J. F. Nat. Rev. Mater. 2021;6:804–828.

Li T. Bandari V. K. Schmidt O. G. Adv. Mater. 2023;35:2209088. PubMed

Valášek M. Mayor M. Chem. Eur. J. 2017;23:13538–13548. PubMed

Chen K.-Y. Ivashenko O. Carroll G. T. Robertus J. Kistemaker J. C. M. London G. Browne W. R. Rudolf P. Feringa B. L. J. Am. Chem. Soc. 2014;136:3219–3224. PubMed

Löw R. Rusch T. Röhrlich F. Magnussen O. Herges R. Beilstein J. Org.Chem. 2019;15:1485–1490. PubMed PMC

Baisch B. Raffa D. Jung U. Magnussen O. M. Nicolas C. Lacour J. Kubitschke J. Herges R. J. Am. Chem. Soc. 2009;131:442–443. PubMed

Severa L. Santos Hurtado C. Rončević I. Mašát M. Bastien G. Štoček J. R. Dračínský M. Houska V. Kaletová E. Garza D. J. Císařová I. Cimatu K. L. A. Bastl Z. Kaleta J. Chem. Eur. J. 2024;30:e2023028. PubMed

Bastien G. Severa L. Škuta M. Santos Hurtado C. Rybáček J. Šolínová V. Císařová I. Kašička V. Kaleta J. Chem. Eur. J. 2024;30:e202401889. PubMed

Ishiwari F. Nascimbeni G. Tago H. Shoji Y. Fujii S. Kiguchi M. Tada T. Zharnikov M. Zojer E. Fukushima T. J. Am. Chem. Soc. 2019;141:5995–6005. PubMed PMC

Das S. Ishiwari F. Shoji Y. Fukushima T. Zharnikov M. J. Phys. Chem. C. 2023;127:5178–5185.

Bezděková K. Severa L. Kaletová E. Majerová Varga K. Mašát M. Wu L.-T. Jiang J.-C. Císařová I. Kaleta J. Angew. Chem., Int. Ed. 2025;65:e202513922. PubMed PMC

Tian F. Jiao D. Biedermann F. Scherman O. A. Nat. Commun. 2012;3(1):1207. PubMed

Santos Hurtado C. Bastien G. Rončević I. Dračínský M. Tortorici E. Rogers C. Michl J. Kaleta J. Chem. Comm. 2024;60:960–963. PubMed

Santos Hurtado C. Bastien G. Mašát M. Štoček J. R. Dračínský M. Rončević I. Císařová I. Rogers C. T. Kaleta J. J. Am. Chem. Soc. 2020;142:9337–9351. PubMed

Kaleta J. Chen J. Bastien G. Dračínský M. Mašát M. Rogers C. T. Feringa B. L. Michl J. J. Am. Chem. Soc. 2017;139:10486–10498. PubMed

Kim K. Jeon W. S. Kang J.-K. Lee J. W. Jon S. Y. Kim T. Kim K. Angew. Chem., Int. Ed. 2003;42(20):2293–2296. PubMed

Qi L. Tian H. Shao H. Yu H.-Z. J. Phys. Chem. C. 2017;121(14):7985–7992.

Corma A. García H. Montes-Navajas P. Primo A. Calvino J. J. Trasobares S. Chem. - Eur. J. 2007;13(22):6359–6364. PubMed

An Q. Li G. Tao C. Li Y. Wu Y. Zhang W. Chem. Commun. 2008;17:1989. PubMed

Blanco E. Quintana C. Hernández L. Hernández P. Electroanalysis. 2013;25(1):263–268.

Gomez-Casado A. Jonkheijm P. Huskens J. Langmuir. 2011;27(18):11508–11513. PubMed

Liu S. Ruspic C. Mukhopadhyay P. Chakrabarti S. Zavalij P. Y. Isaacs L. J. Am. Chem. Soc. 2005;127(45):15959–15967. PubMed

Lončarić D. Movahedifar F. Štoček J. R. Dračínský M. Cvačka J. Shanshan G. Bythell B. Císařová I. Masson E. Kaleta J. Chem. Sci. 2023;14:9258–9266. PubMed PMC

Grimme S. Bannwarth C. Shushkov P. J. Chem. Theory Comput. 2017;13:1989–2009. PubMed

Bannwarth C. Ehlert S. Grimme S. J. Chem. Theory Comput. 2019;15:1652–1671. PubMed

Grimme S. J. Chem. Theory Comput. 2019;15:2847–2862. PubMed

Santos Hurtado C. Bastien G. Lončarić D. Dračínský M. Císařová I. Masson E. Kaleta J. Chem. Sci. 2025;16:14081–14087. PubMed PMC

Fujiwara H., Effect of Roughness on Ellipsometry Analysis, in Spectroscopic Ellipsometry for Photovoltaics, ed. Fujiwara H. and Collins R., Springer Series in Optical Sciences. Springer, Cham, 2018, 212

Chen J. Chen K.-Y. Carroll G. T. Feringa B. L. Chem. Commun. 2014;50:12641–12644. PubMed

Chen K.-Y. Wezenberg S. J. Carroll G. T. London G. Kistemaker J. C. M. Pijper T. C. Feringa B. L. J. Org. Chem. 2014;79:7032–7040. PubMed

Gomez-Casado A. Jonkheijm P. Huskens J. Langmuir. 2011;27(18):11508–11513. PubMed

CCDC 2457321: Experimental Crystal Structrue Determination, 2026, 10.5517/ccdc.csd.cc2nh1fn. DOI

CCDC 2457322: Experimental Crystal Structrue Determination, 2026, 10.5517/ccdc.csd.cc2nh1gp DOI

Najít záznam

Citační ukazatele

Pouze přihlášení uživatelé

Možnosti archivace

Nahrávání dat ...