Abstract
Functional molecules, among them artificial rotors, motors or gears, have been extensively studied over the past two decades with the aim to incorporate them into nanoscale devices, machines or factories. A plethora of studies have been conducted on functional molecules within a 3D (solution) environment while their investigation on atomically flat 2D surfaces despite being often a laborious effort has proven to add important insight. A less studied, but nevertheless important aspect is the (engineered) environment in which they operate, such as within the pore of a molecular network. Here, we review studies on the confinement of functional molecules within (porous) host–guest networks on atomically flat surfaces and discuss the effects this has on the operation of the functional molecule in question. To this end we will also provide a brief introduction to host–guest chemistry on surfaces. We will also present other methods to spatially arrange functional molecules, for instance through the use of specially engineered pre-patterned surfaces. Lastly, we will pay attention to the use of self-assembled networks to study emergent behavior of functional molecules.
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References:
Koumura, N., Zijlstra, R.W.J., van Delden, R.A., Harada, N., Feringa, B.L.: Light-driven monodirectional molecular rotor. Nature 401, 152–155 (1999)
Astumian, R.D.: How molecular motors work—insights from the molecular machinist’s toolbox: the Nobel prize in Chemistry 2016. Chem. Sci. 8, 840–845 (2017)
Iino, R., Kinbara, K., Bryant, Z.: Introduction: molecular motors. Chem. Rev. 120, 1–4 (2020)
van Delden, R.A., ter Wiel, M.K.J., Pollard, M.M., Vicario, J., Koumura, N., Feringa, B.L.: Unidirectional molecular motor on a gold surface. Nature 437, 1337–1340 (2005)
Stipe, B.C., Rezaei, M.A., Ho, W.: Coupling of vibrational excitation to the rotational motion of a single adsorbed molecule. Phys. Rev. Lett. 81, 1263–1266 (1998)
Tierney, H.L., Baber, A.E., Jewell, A.D., Iski, E.V., Boucher, M.B., Sykes, E.C.H.: Mode-selective electrical excitation of a molecular rotor. Chem. Eur. J. 15, 9678–9680 (2009)
Iancu, V., Hla, S.-W.: Realization of a four-step molecular switch in scanning tunneling microscope manipulation of single chlorophyll-a molecules. Proc. Natl. Acad. Sci. U.S.A. 103, 13718–13721 (2006)
Tierney, H.L., Murphy, C.J., Jewell, A.D., Baber, A.E., Iski, E.V., Khodaverdian, H.Y., McGuire, A.F., Klebanov, N., Sykes, E.C.H.: Experimental demonstration of a single-molecule electric motor. Nat. Nanotechnol. 6, 625–629 (2011)
Au Yeung, K.H., Kuhne, T., Eisenhut, F., Kleinwachter, M., Gisbert, Y., Robles, R., Lorente, N., Cuniberti, G., Joachim, C., Rapenne, G., Kammerer, C., Moresco, F.: Transmitting stepwise rotation among three molecule-gear on the Au(111) surface. J. Phys. Chem. Lett. 11, 6892–6899 (2020)
Kay, E.R., Leigh, D.A., Zerbetto, F.: Synthetic molecular motors and mechanical machines. Angew. Chem. Int. Ed. 46, 72–191 (2007)
Lensen, D., Elemans, J.A.A.W.: Artificial molecular rotors and motors on surfaces: STM reveals and triggers. Soft Matter 8, 9053–9063 (2012)
Marbach, H., Steinrück, H.-P.: Studying the dynamic behaviour of porphyrins as prototype functional molecules by scanning tunnelling microscopy close to room temperature. Chem. Commun. 50, 9034–9048 (2014)
Erbas-Cakmak, S., Leigh, D.A., McTernan, C.T., Nussbaumer, A.L.: Artificial molecular machines. Chem. Rev. 115, 10081–10206 (2015)
Chérioux, F., Galangau, O., Palmino, F., Rapenne, G.: Controlled directional motions of molecular vehicles, rotors, and motors: from metallic to silicon surfaces, a strategy to operate at higher temperatures. ChemPhysChem 17, 1742–1751 (2016)
Kassem, S., van Leeuwen, T., A.S. Lubbe, M.R. Wilson, B.L. Feringa, A. Leigh, D.: Artificial molecular motors. Chem. Soc. Rev. 46, 2592–2621 (2017)
Gisbert, Y., Abid, S., Kammerer, C., Rapenne, G.: Molecular gears: from solution to surfaces. Chem. Eur. J. 27, 12019–12031 (2021)
Stroscio, J.A., Eigler, D.M.: Atomic and molecular manipulation with the scanning tunneling microscope. Science 254, 1319–1326 (1991)
Moresco, F., Meyer, G., Rieder, K.-H., Tang, H., Gourdon, A., Joachim, C.: Low temperature manipulation of big molecules in constant height mode. Appl. Phys. Lett. 78, 306–308 (2001)
Chiaravalloti, F., Gross, L., Rieder, K.-H., Stojkovic, S.M., Gourdon, A., Joachim, C., Moresco, F.: A rack-and-pinion device at the molecular scale. Nature Mater. 6, 30–33 (2007)
Manzano, C., Soe, W.-H., Wong, H.S., Ample, F., Gourdon, A., Chandrasekhar, N., Joachim, C.: Step-by-step rotation of a molecule-gear mounted on an atomic-scale axis. Nature Mater. 8, 576–579 (2009)
Baber, A.E., Tierney, H.L., Sykes, E.C.H.: A quantitative single-molecule study of thioether molecular rotors. ACS Nano 2, 2385–2391 (2008)
Simpson, G.J., García-López, V., Daniel Boese, A., Tour, J.M., Grill, L.: How to control single-molecule rotation. Nat. Commun. 10, 1–6 (2019)
Moresco, F., Meyer, G., Rieder, K.H., Tang, H., Gourdon, A., Joachim, C.: Conformational changes of single molecules induced by scanning tunneling microscopy manipulation: a route to molecular switching. Phys. Rev. Lett. 86, 672–675 (2001)
Auwärter, W., Seufert, K., Bischoff, F., Ecija, D., Vijayaraghavan, S., Joshi, S., Klappenberger, F., Samudrala, N., Barth, J.V.: A surface-anchored molecular four-level conductance switch based on single proton transfer. Nat. Nanotechnol. 7, 41–46 (2012)
Gimzewski, J.K., Joachim, C., Schlittler, R.R., Langlais, V., Tang, H., Johannsen, I.: Rotation of a single molecule within a supramolecular bearing. Science 281, 531–533 (1998)
Oshovsky, G.V., Reinhoudt, D.N., Verboom, W.: Supramolecular chemistry in water. Angew. Chem. Int. Ed. 46, 2366–2393 (2007)
Stoffelen, C., Huskens, J.: Soft Supramolecular nanoparticles by noncovalent and host-guest interactions. Small 12, 96–119 (2016)
Yang, X., Yuan, D., Hou, J., Sedgwick, A.C., Xu, S., James, T.D., Wang, L.: Organic/inorganic supramolecular nano-systems based on host/guest interactions. Coord. Chem. Rev. 428, 213609 (2021)
Cicoira, F., Santato, C., Rosei, F.: Two-dimensional nanotemplates as surface cues for the controlled assembly of organic molecules. Top. Curr. Chem. 285, 203–267 (2008)
Bonifazi, D., Mohnani, S., Llanes-Pallas, A.: Supramolecular chemistry at interfaces: molecular recognition on nanopatterned porous surfaces. Chem. Eur. J. 15, 7004–7025 (2009)
Uemura, S., Tanoue, R., Yilmaz, N., Ohira, A., Kunitake, M.: Molecular dynamics in two-dimensional supramolecular systems observed by STM. Materials 3, 4252–4276 (2010)
Teyssandier, J., Feyter, S.D., Mali, K.S.: Host-guest chemistry in two-dimensional supramolecular networks. Chem. Commun. 52, 11465–11487 (2016)
Barth, J.V.: Molecular architectonic on metal surfaces. Ann. Rev. Phys. Chem. 58, 375–407 (2007)
Kudernac, T., Lei, S., Elemans, J.A.A.W., De Feyter, S.: Two-dimensional supramolecular self-assembly: nanoporous networks on surfaces. Chem. Soc. Rev. 38, 402–421 (2009)
Liang, H., He, Y., Ye, Y., Xu, X., Cheng, F., Sun, W., Shao, X., Wang, Y., Li, J., Wu, K.: Two-dimensional molecular porous networks constructed by surface assembling. Coord. Chem. Rev. 253, 2959–2979 (2009)
Yang, Y., Wang, C.: Hierarchical construction of self-assembled low-dimensional molecular architectures observed by using scanning tunneling microscopy. Chem. Soc. Rev. 38, 2576–2589 (2009)
Elemans, J.A.A.W., Lei, S., De Feyter, S.: Molecular and supramolecular networks on surfaces: from two-dimensional crystal engineering to reactivity. Angew. Chem. Int. Ed. 48, 7298–7332 (2009)
Kampschulte, L., Lackinger, M., Maier, A.-K., Kishore, R.S.K., Griessl, S., Schmittel, M., Heckl, W.M.: Solvent induced polymorphism in supramolecular 1,3,5-Benzenetribenzoic acid monolayers. J. Phys. Chem. B. 110, 10829–10836 (2006)
Stöhr, M., Wahl, M., Galka, C.H., Riehm, T., Jung, T.A., Gade, L.H.: Controlling molecular assembly in two dimensions: the concentration dependence of thermally induced 2D aggregation of molecules on a metal surface. Angew. Chem. Int. Ed. 44, 7394–7398 (2005)
Stepanow, S., Lingenfelder, M., Dmitriev, A., Spillmann, H., Delvigne, E., Lin, N., Deng, X., Cai, C., Barth, J.V., Kern, K.: Steering molecular organization and host–guest interactions using two-dimensional nanoporous coordination systems. Nat. Mater. 3, 229–233 (2004)
Schlickum, U., Decker, R., Klappenberger, F., Zoppellaro, G., Klyatskaya, S.: Metal—organic honeycomb nanomeshes with tunable cavity size. Nano Lett. 7, 3813–3817 (2007)
Dmitriev, A., Spillmann, H., Lin, N., Barth, J.V., Kern, K.: Modular assembly of two-dimensional metal-organic coordination networks at a metal surface. Angew. Chem. Int. Ed. 115, 2774–2777 (2003)
Lei, S., Tahara, K., De Schryver, F.C., Van der Auweraer, M., Tobe, Y., De Feyter, S.: One building block, two different supramolecular surface-confined patterns: concentration in control at the solid-liquid interface. Angew. Chem. Int. Ed. 47, 2964–2968 (2008)
Tahara, K., Lei, S., Mössinger, D., Kozuma, H., Inukai, K., der Auweraer, M.V., Schryver, F.C.D., Höger, S., Tobe, Y., Feyter, S.D.: Giant molecular spoked wheels in giant voids: two-dimensional molecular self-assembly goes big. Chem. Commun. 33, 3897–3899 (2008)
Destoop, I., Ghijsens, E., Katayama, K., Tahara, K., Mali, K.S., Tobe, Y., De Feyter, S.: Solvent-Induced homochirality in surface-confined low-density nanoporous molecular networks. J. Am. Chem. Soc. 134, 19568–19571 (2012)
Dmitriev, A., Lin, N., Weckesser, J., Barth, J.V., Kern, K.: Supramolecular assemblies of trimesic acid on a Cu(100) surface. J. Phys. Chem. B. 106, 6907–6912 (2002)
Griessl, S., Lackinger, M., Edelwirth, M., Hietschold, M., Heckl, W.M.: Self-assembled two-dimensional molecular host-guest architectures from trimesic acid. Single Mol. 3, 25–31 (2002)
Griessl, S.J.H., Lackinger, M., Jamitzky, F., Markert, T., Hietschold, M., Heckl, W.M.: Room-Temperature scanning tunneling microscopy manipulation of single C60 molecules at the liquid−solid interface: playing nanosoccer. J. Phys. Chem. B. 108, 11556–11560 (2004)
Griessl, S.J.H., Lackinger, M., Jamitzky, F., Markert, T., Hietschold, M., Heckl, W.M.: Incorporation and manipulation of coronene in an organic template structure. Langmuir 20, 9403–9407 (2004)
Sheerin, G., Cafolla, A.A.: Self-assembled structures of trimesic acid on the Ag/Si(111)-(√3×√3)R30° surface. Surf. Sci. 577, 211–219 (2005)
Payer, D., Comisso, A., Dmitriev, A., Strunskus, T., Lin, N., Wöll, C., DeVita, A., Barth, J.V., Kern, K.: Ionic hydrogen bonds controlling two-dimensional supramolecular systems at a metal surface. Chem. Eur. J. 13, 3900–3906 (2007)
Su, G.-J., Zhang, H.-M., Wan, L.-J., Bai, C.-L., Wandlowski, T.: Potential-Induced phase transition of trimesic acid adlayer on Au(111). J. Phys. Chem. B 108, 1931–1937 (2004)
Ye, Y., Sun, W., Wang, Y., Shao, X., Xu, X., Cheng, F., Li, J., Wu, K.: A unified model: self-assembly of trimesic acid on gold. J. Phys. Chem. C 111, 10138–10141 (2007)
Ruben, M., Payer, D., Landa, A., Comisso, A., Gattinoni, C., Lin, N., Collin, J.-P., Sauvage, J.-P., De Vita, A., Kern, K.: 2D supramolecular assemblies of Benzene-1,3,5-triyl-tribenzoic Acid: temperature-induced phase transformations and hierarchical organization with macrocyclic molecules. J. Am. Chem. Soc. 128, 15644–15651 (2006)
Silly, F.: Two-Dimensional 1,3,5-Tris(4-carboxyphenyl)benzene self-assembly at the 1-phenyloctane/graphite interface revisited. J. Phys. Chem. C. 116, 10029–10032 (2012)
Cometto, F.P., Kern, K., Lingenfelder, M.: Local conformational switching of supramolecular networks at the solid/liquid interface. ACS Nano 9, 5544–5550 (2015)
Lee, S.-L., Fang, Y., Velpula, G., Cometto, F.P., Lingenfelder, M., Müllen, K., Mali, K.S., De Feyter, S.: Reversible local and global switching in multicomponent supramolecular networks: controlled guest release and capture at the solution/solid interface. ACS Nano 9, 11608–11617 (2015)
Lackinger, M., Heckl, W.M.: Carboxylic acids: versatile building blocks and mediators for two-dimensional supramolecular self-assembly. Langmuir 25, 11307–11321 (2009)
Dienstmaier, J.F., Mahata, K., Walch, H., Heckl, W.M., Schmittel, M., Lackinger, M.: On the Scalability of supramolecular networks- high packing density vs optimized hydrogen bonds in tricarboxylic acid monolayers. Langmuir 26, 10708–10716 (2010)
Gutzler, R., Lappe, S., Mahata, K., Schmittel, M., Heckl, W.M., Lackinger, M.: Aromatic interaction vs. hydrogen bonding in self-assembly at the liquid–solid interface. Chem. Commun. 6, 680–682 (2009)
Kühne, D., Klappenberger, F., Decker, R., Schlickum, U., Brune, H., Klyatskaya, S., Ruben, M., Barth, J.V.: High-Quality 2D metal−organic coordination network providing giant cavities within mesoscale domains. J. Am. Chem. Soc. 131, 3881–3883 (2009)
Ivasenko, O., MacLeod, J.M., Chernichenko, K.Y., Balenkova, E.S., Shpanchenko, R.V., Nenajdenko, V.G., Rosei, F., Perepichka, D.F.: Supramolecular assembly of heterocirculenes in 2D and 3D. Chem. Commun. 10, 1192–1194 (2009)
Zhang, R., Lyu, G., Chen, C., Lin, T., Liu, J., Liu, P.N., Lin, N.: Two-Dimensional superlattices of Bi nanoclusters formed on a Au(111) surface using porous supramolecular templates. ACS Nano 9, 8547–8553 (2015)
Lee, S.-L., Lin, C.-H., Cheng, K.-Y., Chen, Y.-C., Chen, C.: Stability of guest-incorporated 2D molecular networks. J. Phys. Chem. C. 120, 25505–25510 (2016)
Charra, F., Cousty, J.: Surface-induced chirality in a self-assembled monolayer of discotic liquid crystal. Phys. Rev. Lett. 80, 1682–1685 (1998)
Meier, C., Roos, M., Künzel, D., Breitruck, A., Hoster, H.E., Landfester, K., Gross, A., Behm, R.J., Ziener, U.: Concentration and coverage dependent adlayer structures: from two-dimensional networks to rotation in a bearing. J. Phys. Chem. C. 114, 1268–1277 (2010)
Kalashnyk, N., Clair, S.: Self-Accommodating honeycomb networks from supramolecular self-assembly of s -indacene-tetrone on silver surfaces. Langmuir 38, 1067–1071 (2022)
Stöhr, M., Wagner, T., Gabriel, M., Weyers, B., Möller, R.: Direct observation of hindered eccentric rotation of an individual molecule: Cu-phthalocyanine on (formula presented). Phys. Rev. B. Condens. Matter. 65, 033404 (2001)
Stipe, B.C., Rezaei, M.A., Ho, W.: Inducing and viewing the rotational motion of a single molecule. Science 279, 1907–1909 (1998)
Wahl, M., Stöhr, M., Spillmann, H., Jung, T.A., Gade, L.H.: Rotation-libration in a hierarchic supramolecular rotor-stator system: arrhenius activation and retardation by local interaction. Chem. Commun. 2, 1349–1351 (2007)
Wintjes, N., Bonifazi, D., Cheng, F., Kiebele, A., Stöhr, M., Jung, T., Spillmann, H., Diederich, F.: A supramolecular multiposition rotary device. Angew. Chem. Int. Ed. 46, 4089–4092 (2007)
Stöhr, M., Wahl, M., Spillmann, H., Gade, L.H., Jung, T.A.: Lateral manipulation for the positioning of molecular guests within the confinements of a highly stable self-assembled organic surface network. Small 3, 1336–1340 (2007)
Spillmann, H., Kiebele, A., Stöhr, M., Jung, T.A., Bonifazi, D., Cheng, F., Diederich, F.: A two-dimensional porphyrin-based porous network featuring communicating cavities for the templated complexation of fullerenes. Adv. Mater. 18, 275–279 (2006)
Kiebele, A., Bonifazi, D., Cheng, F., Stöhr, M., Diederich, F., Jung, T., Spillmann, H.: Adsorption and dynamics of long-range interacting fullerenes in a flexible, two-dimensional nanoporous porphyrin network. ChemPhysChem 7, 1462–1470 (2006)
Pan, G.-B., Cheng, X.-H., Höger, S., Freyland, W.: 2D Supramolecular structures of a shape-persistent macrocycle and Co-deposition with fullerene on HOPG. J. Am. Chem. Soc. 128, 4218–4219 (2006)
Kühne, D., Klappenberger, F., Krenner, W., Klyatskaya, S., Ruben, M., Barth, J.V.: Rotational and constitutional dynamics of caged supramolecules. Proc. Natl. Acad. Sci. U.S.A. 107, 21332–21336 (2010)
Palma, C.A., Björk, J., Rao, F., Kühne, D., Klappenberger, F., Barth, J.V.: Topological dynamics in supramolecular rotors. Nano Lett. 14, 4461–4468 (2014)
Palma, C.A., Björk, J., Klappenberger, F., Arras, E., Kühne, D., Stafström, S., Barth, J.V.: Visualization and thermodynamic encoding of single-molecule partition function projections. Nat. Commun. 6, (2015)
Wang, T., Fan, Q., Feng, L., Tao, Z., Huang, J., Ju, H., Xu, Q., Hu, S., Zhu, J.: Chiral Kagome lattices from on-surface synthesized molecules. ChemPhysChem 18, 3329–3333 (2017)
Lloyd, J.A., Papageorgiou, A.C., Fischer, S., Oh, S.C., Saʇlam, Ö., Diller, K., Duncan, D.A., Allegretti, F., Klappenberger, F., Stöhr, M., Maurer, R.J., Reuter, K., Reichert, J., Barth, J.V.: Dynamics of spatially confined bisphenol a trimers in a unimolecular network on Ag(111). Nano Lett. 16, 1884–1889 (2016)
Jing, C., Zhang, B., Synkule, S., Ebrahimi, M., Riss, A., Auwärter, W., Jiang, L., Médard, G., Reichert, J., Barth, J.V., Papageorgiou, A.C.: Snapshots of dynamic adaptation: two-dimensional molecular architectonics with linear bis-hydroxamic acid Modules. Angew. Chem. Int. Ed. 58, 18948–18956 (2019)
Guillermet, O., Mahmood, A., Yang, J., Echeverria, J., Jeannoutot, J., Gauthier, S., Joachim, C., Chérioux, F., Palmino, F.: Seeding molecular rotators on a passivated silicon surface. ChemPhysChem 15, 271–275 (2014)
Xie, Z.-B., Wang, Y.-L., Tao, M.-L., Sun, K., Tu, Y.-B., Yuan, H.-K., Wang, J.-Z.: Ordered array of CoPc-vacancies filled with single-molecule rotors. Appl. Surf. Sci. 439, 462–467 (2018)
Müller, K., Enache, M., Stöhr, M.: Confinement properties of 2D porous molecular networks on metal surfaces. J. Phys. Condens. Matter. 28, 153003 (2016)
Yitamben, E.N., Niebergall, L., Rankin, R.B., Iski, E.V., Rosenberg, R.A., Greeley, J.P., Stepanyuk, V.S., Guisinger, N.P.: Tracking amino acids in chiral quantum corrals. J. Phys. Chem. C. 117, 11757–11763 (2013)
Nowakowska, S., Wäckerlin, A., Piquero-Zulaica, I., Nowakowski, J., Kawai, S., Wäckerlin, C., Matena, M., Nijs, T., Fatayer, S., Popova, O., Ahsan, A., Mousavi, S.F., Ivas, T., Meyer, E., Stöhr, M., Ortega, J.E., Björk, J., Gade, L.H., Lobo-Checa, J., Jung, T.A.: Configuring electronic states in an atomically precise array of quantum boxes. Small 12, 3757–3763 (2016)
Gao, L., Liu, Q., Zhang, Y.Y., Jiang, N., Zhang, H.G., Cheng, Z.H., Qiu, W.F., Du, S.X., Liu, Y.Q., Hofer, W.A., Gao, H.J.: Constructing an array of anchored single-molecule rotors on gold surfaces. Phys. Rev. Lett. 101, 197209 (2008)
Bellisario, D.O., Baber, A.E., Tierney, H.L., Sykes, E.C.H.: Engineering dislocation networks for the directed assembly of two-dimensional rotor arrays. J. Phys. Chem. C. 113, 5895–5898 (2009)
Stöhr, M., Wagner, T., Gabriel, M., Weyers, B., Möller, R.: Binary molecular layers of C60 and copper phthalocyanine on Au(111): self-organized nanostructuring. Adv. Funct. Mater. 11, 175–178 (2001)
Fendrich, M., Wagner, T., Stöhr, M., Möller, R.: Hindered rotation of a copper phthalocyanine molecule on C60: experiments and molecular mechanics calculations. Phys. Rev. B Condens. Matter. 73, 115433 (2006)
Suzuki, H., Yoshida, H., Sakaue, H., Takahagi, T., Tanaka, S., Kamikado, T., Otomo, A.: Flipping behavior of a porphyrin derivative molecule on a Au(111) reconstructed surface. J. Phys. Chem. C. 115, 12414–12418 (2011)
Hao, D., Tang, X., An, Y., Sun, L., Li, J., Dong, A., Shan, X., Lu, X.: Orientation switching of single molecules on surface excited by tunneling electrons and ultrafast laser pulses. J. Phys. Chem. Lett. 12, 2011–2016 (2021)
Heinrich, A.J., Lutz, C.P., Gupta, J.A., Eigler, D.M.: Molecule cascades. Science 298, 1381–1387 (2002)
Liljeroth, P., Repp, J., Meyer, G.: Current-Induced hydrogen tautomerization and conductance switching of naphthalocyanine molecules. Science 317, 1203–1206 (2007)
Kumagai, T., Hanke, F., Gawinkowski, S., Sharp, J., Kotsis, K., Waluk, J., Persson, M., Grill, L.: Controlling intramolecular hydrogen transfer in a porphycene molecule with single atoms or molecules located nearby. Nat. Chem. 6, 41–46 (2014)
Zhang, Y., Kersell, H., Stefak, R., Echeverria, J., Iancu, V., Perera, U.G.E., Li, Y., Deshpande, A., Braun, K.F., Joachim, C., Rapenne, G., Hla, S.W.: Simultaneous and coordinated rotational switching of all molecular rotors in a network. Nat. Nanotechnol. 11, 706–712 (2016)
Wasio, N.A., Slough, D.P., Smith, Z.C., Ivimey, C.J., Thomas, S.W., III., Lin, Y.-S., Sykes, E.C.H.: Correlated rotational switching in two-dimensional self-assembled molecular rotor arrays. Nat Commun. 8, 16057 (2017)
Pace, G., Ferri, V., Grave, C., Elbing, M., von Hänisch, C., Zharnikov, M., Mayor, M., Rampi, M.A., Samorì, P.: Cooperative light-induced molecular movements of highly ordered azobenzene self-assembled monolayers. Proc. Natl. Acad. Sci. U.S.A. 104, 9937–9942 (2007)
Dri, C., Peters, M.V., Schwarz, J., Hecht, S., Grill, L.: Spatial periodicity in molecular switching. Nat. Nanotechnol. 3, 649–653 (2008)
Levy, N., Comstock, M.J., Cho, J., Berbil-Bautista, L., Kirakosian, A., Lauterwasser, F., Poulsen, D.A., Fréchet, J.M.J., Crommie, M.F.: Self-Patterned molecular photoswitching in nanoscale surface assemblies. Nano Lett. 9, 935–939 (2009)
Urgel, J.I., Vijayaraghavan, S., Ecija, D., Auwärter, W., Barth, J.V.: Tetracene confinement in L-methionine gratings on the Ag(111) surface. Surf. Sci. 643, 87–90 (2016)
Bonifazi, D., Spillmann, H., Kiebele, A., de Wild, M., Seiler, P., Cheng, F., Güntherodt, H.-J., Jung, T., Diederich, F.: Supramolecular patterned surfaces driven by cooperative assembly of C60 and porphyrins on metal substrates. Angew. Chem. Int. Ed. 43, 4759–4763 (2004)
Haq, S., Wit, B., Sang, H., Floris, A., Wang, Y., Wang, J., Pérez-García, L., Kantorovitch, L., Amabilino, D.B., Raval, R.: A small molecule walks along a surface between porphyrin fences that are assembled in situ. Angew. Chem. Int. Ed. 54, 7101–7105 (2015)
Meier, D., Adak, A.K., Knecht, P., Reichert, J., Mondal, S., Suryadevara, N., Kuppusamy, S.K., Eguchi, K., Muntwiler, M.K., Allegretti, F., Ruben, M., Barth, J.V., Narasimhan, S., Papageorgiou, A.C.: Rotation in an enantiospecific self-assembled array of molecular raffle wheels. Angew. Chem. Int. Ed. 133, 27138–27144 (2021)
Perera, U.G.E., Ample, F., Kersell, H., Zhang, Y., Vives, G., Echeverria, J., Grisolia, M., Rapenne, G., Joachim, C., Hla, S.-W.: Controlled clockwise and anticlockwise rotational switching of a molecular motor. Nat. Nanotechnol. 8, 46–51 (2013)
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This work was supported by the Netherlands Organization for Scientific Research (NWO) (Vici grant 680-47-633) and the Zernike Institute for Advanced Materials of the University of Groningen.
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Houtsma, R.S.K., Stöhr, M. (2023). Molecular Networks and Surface Engineering for Single Molecule Studies: From Spatial Separation to Emergent Properties. In: Moresco, F., Joachim, C. (eds) Single Molecule Mechanics on a Surface. Advances in Atom and Single Molecule Machines. Springer, Cham. https://doi.org/10.1007/978-3-031-16930-4_10
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