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Strain-Induced Isomerization in One-Dimensional Metal-Organic Chains

. 2019 Dec 16 ; 58 (51) : 18591-18597. [epub] 20191104

Status PubMed-not-MEDLINE Language English Country Germany Media print-electronic

Document type Journal Article, Review

Grant support
FT160100207 Australian Research Council
R-143-000-A06-112, R-143-000-682-112 , R-143-000-A75-114 Ministry of Education - Singapore
MOE2014-T3-1-004 Ministry of Education - Singapore
LM2015087 Akademie Věd České Republiky
project No. 18-09914S. Grantová Agentura České Republiky

The ability to use mechanical strain to steer chemical reactions creates completely new opportunities for solution- and solid-phase synthesis of functional molecules and materials. However, this strategy is not readily applied in the bottom-up on-surface synthesis of well-defined nanostructures. We report an internal strain-induced skeletal rearrangement of one-dimensional (1D) metal-organic chains (MOCs) via a concurrent atom shift and bond cleavage on Cu(111) at room temperature. The process involves Cu-catalyzed debromination of organic monomers to generate 1,5-dimethylnaphthalene diradicals that coordinate to Cu adatoms, forming MOCs with both homochiral and heterochiral naphthalene backbone arrangements. Bond-resolved non-contact atomic force microscopy imaging combined with density functional theory calculations showed that the relief of substrate-induced internal strain drives the skeletal rearrangement of MOCs via 1,3-H shifts and shift of Cu adatoms that enable migration of the monomer backbone toward an energetically favorable registry with the Cu(111) substrate. Our findings on this strain-induced structural rearrangement in 1D systems will enrich the toolbox for on-surface synthesis of novel functional materials and quantum nanostructures.

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C. Janiak, J. K. Vieth, New J. Chem. 2010, 34, 2366.

S. Stepanow, N. Lin, J. V. Barth, J. Phys. Condens. Matter 2008, 20, 184002.

M. Di Giovannantonio, M. El Garah, J. Lipton-Duffin, V. Meunier, L. Cardenas, Y. Fagot Revurat, A. Cossaro, A. Verdini, D. F. Perepichka, F. Rosei, G. Contini, ACS Nano 2013, 7, 8190.

L. Grill, M. Dyer, L. Lafferentz, M. Persson, M. V. Peters, S. Hecht, Nat. Nanotechnol. 2007, 2, 687.

J. Cai, P. Ruffieux, R. Jaafar, M. Bieri, T. Braun, S. Blankenburg, M. Muoth, A. P. Seitsonen, M. Saleh, X. Feng, K. Müllen, R. Fasel, Nature 2010, 466, 470.

L. Talirz, P. Ruffieux, R. Fasel, Adv. Mater. 2016, 28, 6222.

S. Clair, D. G. de Oteyza, Chem. Rev. 2019, 119, 4717.

J. L. Howard, Q. Cao, D. L. Browne, Chem. Sci. 2018, 9, 3080.

M. Treier, C. A. Pignedoli, T. Laino, R. Rieger, K. Müllen, D. Passerone, R. Fasel, Nat. Chem. 2011, 3, 61.

A. Shiotari, T. Nakae, K. Iwata, S. Mori, T. Okujima, H. Uno, H. Sakaguchi, Y. Sugimoto, Nat. Commun. 2017, 8, 16089.

Q. Zhong, D. Ebeling, J. Tschakert, Y. Gao, D. Bao, S. Du, C. Li, L. Chi, A. Schirmeisen, Nat. Commun. 2018, 9, 3277.

J. Liu, B. Xia, H. Xu, N. Lin, J. Phys. Chem. C 2018, 122, 13001.

L. Gross, F. Mohn, N. Moll, P. Liljeroth, G. Meyer, Science 2009, 325, 1110.

D. G. de Oteyza, P. Gorman, Y.-C. Chen, S. Wickenburg, A. Riss, D. J. Mowbray, G. Etkin, Z. Pedramrazi, H.-Z. Tsai, A. Rubio, M. F. Crommie, F. R. Fischer, Science 2013, 340, 1434.

S. Kawai, A. Sadeghi, T. Okamoto, C. Mitsui, R. Pawlak, T. Meier, J. Takeya, S. Goedecker, E. Meyer, Small 2016, 12, 5303.

N. Kocić, X. Liu, S. Chen, S. Decurtins, O. Krejčí, P. Jelínek, J. Repp, S.-X. Liu, J. Am. Chem. Soc. 2016, 138, 5585.

F. Queck, O. Krejčí, P. Scheuerer, F. Bolland, M. Otyepka, P. Jelínek, J. Repp, J. Am. Chem. Soc. 2018, 140, 12884.

W. Wang, X. Shi, S. Wang, M. A. Van Hove, N. Lin, J. Am. Chem. Soc. 2011, 133, 13264.

Q. Sun, L. Cai, S. Wang, R. Widmer, H. Ju, J. Zhu, L. Li, Y. He, P. Ruffieux, R. Fasel, W. Xu, J. Am. Chem. Soc. 2016, 138, 1106.

J. Liu, Q. Chen, K. Cai, J. Li, Y. Li, X. Yang, Y. Zhang, Y. Wang, H. Tang, D. Zhao, K. Wu, Nat. Commun. 2019, 10, 2545.

P. Hapala, G. Kichin, C. Wagner, F. S. Tautz, R. Temirov, P. Jelínek, Phys. Rev. B 2014, 90, 085421.

P. Hapala, M. Švec, O. Stetsovych, N. J. van der Heijden, M. Ondráček, J. van der Lit, P. Mutombo, I. Swart, P. Jelínek, Nat. Commun. 2016, 7, 11560.

O. Krejčí, P. Hapala, M. Ondráček, P. Jelínek, Phys. Rev. B 2017, 95, 045407.

J. I. Mendieta-Moreno, R. C. Walker, J. P. Lewis, P. Gómez-Puertas, J. Mendieta, J. Ortega, J. Chem. Theory Comput. 2014, 10, 2185.

G. H. Vineyard, J. Phys. Chem. Solids 1957, 3, 121.

Q. Li, B. Yang, J. Björk, Q. Zhong, H. Ju, J. Zhang, N. Cao, Z. Shi, H. Zhang, D. Ebeling, A. Schirmeisen, J. Zhu, L. Chi, J. Am. Chem. Soc. 2018, 140, 6076.

L. Ferrighi, I. Píš, T. H. Nguyen, M. Cattelan, S. Nappini, A. Basagni, M. Parravicini, A. Papagni, F. Sedona, E. Magnano, F. Bondino, C. Di Valentin, S. Agnoli, Chem. Eur. J. 2015, 21, 5826.

Q. Fan, S. Werner, J. Tschakert, D. Ebeling, A. Schirmeisen, G. Hilt, W. Hieringer, J. M. Gottfried, J. Am. Chem. Soc. 2018, 140, 7526.

M. Fritton, K. Otte, J. Björk, P. K. Biswas, W. M. Heckl, M. Schmittel, M. Lackinger, Chem. Commun. 2018, 54, 9745.

F. J. Giessibl, Appl. Phys. Lett. 1998, 73, 3956.

V. Blum, R. Gehrke, F. Hanke, P. Havu, V. Havu, X. Ren, K. Reuter, M. Scheffler, Comput. Phys. Commun. 2009, 180, 2175.

J. P. Perdew, K. Burke, M. Ernzerhof, Phys. Rev. Lett. 1996, 77, 3865.

A. Tkatchenko, M. Scheffler, Phys. Rev. Lett. 2009, 102, 073005.

D. A. Case, I. Y. Ben-Shalom, S. R. Brozell, D. S. Cerutti, T. E. Cheatham III, V. W. D. Cruzeiro, T. A. Darden, R. E. Duke, D. Ghoreishi, M. K. Gilson, et al., AMBER 2018, University of California, San Francisco 2018.

J. P. Lewis, P. Jelínek, J. Ortega, A. A. Demkov, D. G. Trabada, B. Haycock, H. Wang, G. Adams, J. K. Tomfohr, E. Abad, H. Wang, D. A. Drabold, Phys. Status Solidi B 2011, 248, 1989.

H. Heinz, T. J. Lin, R. Kishore Mishra, F. S. Emami, Langmuir 2013, 29, 1754.

A. D. Becke, Phys. Rev. A 1988, 38, 3098.

C. Lee, W. Yang, R. G. Parr, Phys. Rev. B 1988, 37, 785.

S. Grimme, S. Ehrlich, L. Goerigk, J. Comput. Chem. 2011, 32, 1456.

M. Basanta, Y. Dappe, P. Jelínek, J. Ortega, Comput. Mater. Sci. 2007, 39, 759.

S. Kumar, J. M. Rosenberg, D. Bouzida, R. H. Swendsen, P. A. Kollman, J. Comput. Chem. 1992, 13, 1011.

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