Structure and Conformation of Individual Molecules upon Adsorption of a Mixture of Benzoporphyrins on Ag(111), Cu(111), and Cu(110) Surfaces.
2H-diTTBP(x)BPs
benzoporphyrin
isoindole groups
scanning tunneling microscopy
self-assembly
Journal
Chemphyschem : a European journal of chemical physics and physical chemistry
ISSN: 1439-7641
Titre abrégé: Chemphyschem
Pays: Germany
ID NLM: 100954211
Informations de publication
Date de publication:
01 Sep 2023
01 Sep 2023
Historique:
revised:
21
06
2023
received:
19
05
2023
medline:
21
6
2023
pubmed:
21
6
2023
entrez:
21
6
2023
Statut:
ppublish
Résumé
We investigated the adsorption behavior of a mixture of six 2H-tetrakis-(3, 5-di-tert-butylphenyl)(x)benzoporphyrins (2H-diTTBP(x)BPs, x=0, 1, 2-cis, 2-trans, 3, and 4) on Ag(111), Cu(111) and Cu(110) at room temperature by scanning tunneling microscopy (STM) under ultra-high vacuum conditions. On Ag(111), we observe an ordered two-dimensional square phase, which is stable up to 400 K. On Cu(111), the same square phase coexists with a stripe phase, which disappears at 400 K. In contrast, on Cu(110), 2H-diTTBP(x)BPs adsorb as immobile isolated molecules or dispersed short chains along the [1
Identifiants
pubmed: 37341973
doi: 10.1002/cphc.202300355
doi:
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
e202300355Subventions
Organisme : German Research Foundation
ID : RTG 2861
Organisme : German Research Foundation
ID : 491865171
Organisme : Friedrich-Alexander-Universität Erlangen-Nürnberg
Organisme : TU Dresden
ID : SFB 953
Organisme : TU Dresden
ID : 182849149
Informations de copyright
© 2023 The Authors. ChemPhysChem published by Wiley-VCH GmbH.
Références
C. Joachim, J. K. Gimzewski, A. Aviram, Nature 2000, 408, 541-548;
M. Ratner, Nat. Nanotechnol. 2013, 8, 378-381.
J. K. Gimzewski, C. Joachim, Science 1999, 283, 1683-1688;
H. Marbach, H.-P. Steinrück, Chem. Commun. 2014, 50, 9034-9048;
H. Marbach, Acc. Chem. Res. 2015, 48, 2649-2658;
W. Auwärter, D. Écija, F. Klappenberger, J. V. Barth, Nat. Chem. 2015, 7, 105-120;
K. Diller, A. C. Papageorgiou, F. Klappenberger, F. Allegretti, J. V. Barth, W. Auwärter, Chem. Soc. Rev. 2016, 45, 1629-1656.
S. Ditze, M. Stark, M. Drost, F. Buchner, H.-P. Steinrück, H. Marbach, Angew. Chem. Int. Ed. 2012, 51, 10898-10901;
F. Klappenberger, A. Weber-Bargioni, W. Auwärter, M. Marschall, A. Schiffrin, J. Barth, J. Chem. Phys. 2008, 129, 214702;
S. Ditze, M. Stark, F. Buchner, A. Aichert, N. Jux, N. Luckas, A. Görling, W. Hieringer, J. Hornegger, H.-P. Steinrück, H. Marbach, J. Am. Chem. Soc. y 2014, 136, 1609-1616.
Y. Wada, M. Tsukada, M. Fujihira, K. Matsushige, T. Ogawa, M. Haga, S. Tanaka, Jpn. J. Appl. Phys. 2000, 39, 3835.
T. Jung, R. Schlittler, J. Gimzewski, Nature 1997, 386, 696-698.
I. Fleming, Nature 1967, 216, 151-152;
C. E. Castro, J. Theor. Biol. 1971, 33, 475-490.
A. R. Battersby, Nat. Prod. Rep. 2000, 17, 507-526.
A. Zampetti, A. Minotto, F. Cacialli, Adv. Funct. Mater. 2019, 29, 1807623;
C. B. Winkelmann, I. Ionica, X. Chevalier, G. Royal, C. Bucher, V. Bouchiat, Nano Lett. 2007, 7, 1454-1458;
R. n. Flores-Sánchez, F. Gámez, T. n. Lopes-Costa, J. M. Pedrosa, ACS Omega a 2020, 5, 6299-6308;
K. Kurlekar, A. Anjali, S. Sonalin, P. M. Imran, S. Nagarajan, ACS Appl. Electron. Mater. 2020, 2, 3402-3408.
R. Adhikari, G. Siglreithmaier, M. Gurrath, M. Meusel, J. Kuliga, M. Lepper, H. Hölzel, N. Jux, B. Meyer, H.-P. Steinrück, H. Marbach, Chemistry-A European Journal 2020, 26, 13408-13418;
M. Lepper, J. Köbl, L. Zhang, M. Meusel, H. Hölzel, D. Lungerich, N. Jux, A. de Siervo, B. Meyer, H.-P. Steinrück, H. Marbach, Angew. Chem. Int. Ed. 2018, 57, 10074-10079.
M. Stark, S. Ditze, M. Drost, F. Buchner, H.-P. Steinrück, H. Marbach, Langmuir 2013, 29, 4104-4110.
M. Stark, S. Ditze, M. Lepper, L. Zhang, H. Schlott, F. Buchner, M. Röckert, M. Chen, O. Lytken, H.-P. Steinrück, H. Marbach, Chem. Commun. 2014, 50, 10225-10228.
J. Kuliga, L. Zhang, M. Lepper, D. Lungerich, H. Hölzel, N. Jux, H.-P. Steinrück, H. Marbach, Phys. Chem. Chem. Phys. 2018, 20, 25062-25068.
J. M. Gottfried, Surf. Sci. Rep. 2015, 70, 259-379.
C. M. B. Carvalho, T. J. Brocksom, K. T. De Oliveira, Chem. Soc. Rev. 2013, 42, 3302-3317.
C. Borek, K. Hanson, P. I. Djurovich, M. E. Thompson, K. Aznavour, R. Bau, Y. Sun, S. R. Forrest, J. Brooks, L. Michalski, Angew. Chem. Int. Ed. 2007, 46, 1109-1112;
J. R. Sommer, A. H. Shelton, A. Parthasarathy, I. Ghiviriga, J. R. Reynolds, K. S. Schanze, Chem. Mater. 2011, 23, 5296-5304;
K. R. Graham, Y. Yang, J. R. Sommer, A. H. Shelton, K. S. Schanze, J. Xue, J. R. Reynolds, Chem. Mater. 2011, 23, 5305-5312.
L. Hutter, B. Müller, K. Koren, S. Borisov, I. Klimant, J. Mater. Chem. C 2014, 2, 7589-7598.
F. Ménard, V. Sol, C. Ringot, R. Granet, S. Alves, C. Le Morvan, Y. Queneau, N. Ono, P. Krausz, Bioorg. Med. Chem. 2009, 17, 7647-7657.
S. Aramaki, Y. Sakai, N. Ono, Appl. Phys. Lett. 2004, 84, 2085-2087;
P. B. Shea, J. Kanicki, N. Ono, J. Appl. Phys. 2005, 98, 014503;
P. B. Shea, J. Kanicki, L. R. Pattison, P. Petroff, M. Kawano, H. Yamada, N. Ono, J. Appl. Phys. 2006, 100, 034502;
P. B. Shea, C. Chen, J. Kanicki, L. R. Pattison, P. Petroff, H. Yamada, N. Ono, Appl. Phys. Lett. 2007, 90, 233107.
Y. Matsuo, Y. Sato, T. Niinomi, I. Soga, H. Tanaka, E. Nakamura, J. Am. Chem. Soc. 2009, 131, 16048-16050.
J. Brox, R. Adhikari, M. Shaker, M. Ruppel, N. Jux, H. Marbach, S. Jaekel, H.-P. Steinrück, Surf. Sci. 2022, 720, 122047;
R. Adhikari, J. Kuliga, M. Ruppel, N. Jux, H. Marbach, H.-P. Steinrück, J. Phys. Chem. C 2021, 125, 7204-7212;
L. Zhang, M. Lepper, M. Stark, T. Menzel, D. Lungerich, N. Jux, W. Hieringer, H.-P. Steinrück, H. Marbach, Phys. Chem. Chem. Phys. 2017, 19, 20281-20289;
M. Lepper, L. Zhang, M. Stark, S. Ditze, D. Lungerich, N. Jux, W. Hieringer, H.-P. Steinrück, H. Marbach, J. Phys. Chem. C 2015, 119, 19897-19905;
L. Zhang, M. Lepper, M. Stark, D. Lungerich, N. Jux, W. Hieringer, H.-P. Steinrück, H. Marbach, Phys. Chem. Chem. Phys. 2015, 17, 13066-13073.
M. Ruppel, D. Lungerich, S. Sturm, R. Lippert, F. Hampel, N. Jux, Chem. A Eur. J. 2020, 26, 3287-3296.
M. Ruppel, L.-P. Gazetas, D. Lungerich, F. Hampel, N. Jux, J. Org. Chem. 2020, 85, 7781-7792.
M. Lepper, J. Köbl, T. Schmitt, M. Gurrath, A. de Siervo, M. A. Schneider, H.-P. Steinrück, B. Meyer, H. Marbach, W. Hieringer, Chem. Commun. 2017, 53, 8207-8210.
I. Horcas, R. Fernández, J. Gomez-Rodriguez, J. Colchero, J. Gómez-Herrero, A. Baro, Rev. Sci. Instrum. 2007, 78, 013705.
F. Buchner, I. Kellner, W. Hieringer, A. Görling, H.-P. Steinrück, H. Marbach, Phys. Chem. Chem. Phys. 2010, 12, 13082-13090;
F. Buchner, V. Schwald, K. Comanici, H.-P. Steinrück, H. Marbach, ChemPhysChem 2007, 8, 241-243;
M. Lepper, T. Schmitt, M. Gurrath, M. Raschmann, L. Zhang, M. Stark, H. Hölzel, N. Jux, B. Meyer, M. A. Schneider, H.-P. Steinrück, H. Marbach, J. Phys. Chem. C 2017, 121, 26361-26371.
J. Brede, M. Linares, S. Kuck, J. Schwöbel, A. Scarfato, S.-H. Chang, G. Hoffmann, R. Wiesendanger, R. Lensen, P. H. Kouwer, Nanotechnology 2009, 20, 275602.
F. Buchner, E. Zillner, M. Röckert, S. Gläßel, H.-P. Steinrück, H. Marbach, Chem. A Eur. J. 2011, 17, 10226-10229;
F. Buchner, J. Xiao, E. Zillner, M. Chen, M. Röckert, S. Ditze, M. Stark, H.-P. Steinrück, J. M. Gottfried, H. Marbach, J. Phys. Chem. C C 2011, 115, 24172-24177.
A. Weber-Bargioni, W. Auwärter, F. Klappenberger, J. Reichert, S. Lefrançois, T. Strunskus, C. Wöll, A. Schiffrin, Y. Pennec, J. V. Barth, ChemPhysChem 2008, 9, 89-94;
K. Diller, F. Klappenberger, M. Marschall, K. Hermann, A. Nefedov, C. Wöll, J. Barth, J. Chem. Phys. 2012, 136, 014705;
T. Yokoyama, S. Yokoyama, T. Kamikado, S. Mashiko, J. Chem. Phys. 2001, 115, 3814-3818.
J. Xiao, S. Ditze, M. Chen, F. Buchner, M. Stark, M. Drost, H.-P. Steinrück, J. M. Gottfried, H. Marbach, J. Phys. Chem. C 2012, 116, 12275-12282.
M. Xi, M. X. Yang, S. K. Jo, B. E. Bent, P. Stevens, J. Chem. Phys. 1994, 101, 9122-9131.
G. Di Santo, C. Castellarin-Cudia, M. Fanetti, B. Taleatu, P. Borghetti, L. Sangaletti, L. Floreano, E. Magnano, F. Bondino, A. Goldoni, J. Phys. Chem. C 2011, 115, 4155-4162.
M. Oehzelt, L. Grill, S. Berkebile, G. Koller, F. P. Netzer, M. G. Ramsey, ChemPhysChem 2007, 8, 1707-1712.
W. Auwärter, A. Weber-Bargioni, A. Riemann, A. Schiffrin, O. Gröning, R. Fasel, J. Barth, J. Chem. Phys. 2006, 124, 194708.
J. Kuliga, S. Massicot, R. Adhikari, M. Ruppel, N. Jux, H.-P. Steinrück, H. Marbach, ChemPhysChem 2020, 21, 423-427.
L. Zhang, M. Lepper, M. Stark, R. Schuster, D. Lungerich, N. Jux, H.-P. Steinrück, H. Marbach, Chem. A Eur. J. 2016, 22, 3347-3354.