1D Coordination π-d Conjugated Polymers with Distinct Structures Defined by the Choice of the Transition Metal: Towards a New Class of Antiaromatic Macrocycles
Status PubMed-not-MEDLINE Language English Country Germany Media print-electronic
Document type Journal Article
Grant support
20-13692X
Grantová Agentura České Republiky
LM2018110, CZ.02.1.01/0.0/0.0/16_019/0000754
Ministerstvo Školství, Mládeže a Tělovýchovy
- Keywords
- coordination polymers, macrocycles, on-surface synthesis, scanning probe microscopy, π-d conjugation,
- Publication type
- Journal Article MeSH
Recently π-d conjugated coordination polymers have received a lot of attention owing to their unique material properties, although synthesis of long and defect-free polymers remains challenging. Herein we introduce a novel on-surface synthesis of coordination polymers with quinoidal ligands under ultra-high vacuum conditions, which enables formation of flexible coordination polymers with lengths up to hundreds of nanometers. Moreover, this procedure allows the incorporation of different transition-metal atoms with four- or two-fold coordination. Remarkably, the two-fold coordination mode revealed the formation of wires constituted by (electronically) independent 12-membered antiaromatic macrocycles linked together through two C-C single bonds.
Aix Marseille Université CINaM UMR 7325 CNRS Campus de Luminy 13288 Marseille cedex 09 France
Institute of Physics Czech Academy of Sciences Cukrovarnická 10 16200 Prague Czech Republic
See more in PubMed
J. Weber, P. C. Beard, S. E. Bohndiek, Nat. Methods 2016, 13, 639.
G. Qian, Z. Y. Wang, Chem. Asian J. 2010, 5, 1006.
M. Stępień, E. Gońka, M. Żyła, N. Sprutta, Chem. Rev. 2017, 117, 3479.
Electronic Materials: The Oligomer Approach (Eds.: K. Müllen, G. Wegner), Wiley-VCH, Weinheim, 1998.
J. P. Llinas, A. Fairbrother, G. B. Barin, W. Shi, K. Lee, S. Wu, B. Y. Choi, R. Braganza, J. Lear, N. Kau, W. Choi, C. Chen, Z. Pedramrazi, T. Dumslaff, A. Narita, X. Feng, K. Müllen, F. Fischer, A. Zettl, P. Ruffieux, E. Yablonovitch, M. Crommie, R. Fasel, J. Bokor, Nat. Commun. 2017, 8, 633.
W. Niu, J. Liu, Y. Mai, K. Mullen, X. Feng, Trends Chem. 2019, 1, 549.
J. Cai, P. Ruffieux, R. Jaafar, M. Bieri, T. Braun, S. Blankenburg, M. Muoth, A. P. Seitsonen, M. Saleh, X. Feng, Nature 2010, 466, 470.
A. Sánchez-Grande, B. de la Torre, J. Santos, B. Cirera, K. Lauwaet, T. Chutora, S. Edalatmanesh, P. Mutombo, J. Rosen, R. Zbořil, R. Miranda, J. Bjork, P. Jelínek, N. Martín, D. Ecija, Angew. Chem. Int. Ed. 2019, 58, 6559;
Angew. Chem. 2019, 131, 6631.
A. Shchyrba, C. Wäckerlin, J. Nowakowski, S. Nowakowska, J. Björk, S. Fatayer, J. Girovsky, T. Nijs, S. C. Martens, A. Kleibert, J. Am. Chem. Soc. 2014, 136, 9355.
F. Huttmann, N. Schleheck, N. Atodiresei, T. Michely, J. Am. Chem. Soc. 2017, 139, 9895.
D. Skomski, C. D. Tempas, G. S. Bukowski, K. A. Smith, S. L. Tait, J. Chem. Phys. 2015, 142, 101913.
M. Koudia, E. Nardi, O. Siri, M. Abel, Nano Res. 2017, 10, 933.
M. Telychko, J. Su, A. Gallardo, Y. Gu, J. I. Mendieta, D. Qi, A. Tadich, S. Song, P. Lyu, Z. Qiu, H. Fang, M. Joo Koh, J. Wu, P. Jelínek, J. Lu, Angew. Chem. Int. Ed. 2019, 58, 18591;
Angew. Chem. 2019, 131, 18764.
C. Krull, M. Castelli, P. Hapala, D. Kumar, A. Tadich, M. Capsoni, M. T. Edmonds, J. Hellerstedt, S. A. Burke, P. Jelinek, A. Schiffrin, Nat. Commun. 2018, 9, 3211.
H. Masui, A. B. P. Lever, Inorg. Chem. 1993, 32, 2199.
R. A. Metcalfe, L. C. G. Vasconcellos, H. Mirza, D. W. Franco, A. B. P. Lever, J. Chem. Soc. Dalton Trans. 1999, 2653.
H. Audi, Z. Chen, A. Charaf-Eddin, A. D'Aléo, G. Canard, D. Jacquemin, O. Siri, Chem. Commun. 2014, 50, 15140.
O. Siri, P. Braunstein, M.-M. Rohmer, M. Bénard, R. Welter, J. Am. Chem. Soc. 2003, 125, 13793.
S. Pascal, O. Siri, Coord. Chem. Rev. 2017, 350, 178.
H. Masui, A. B. P. Lever, E. S. Dodsworth, Inorg. Chem. 1993, 32, 258.
B. Sarkar, D. Schweinfurth, N. Deibel, F. Weisser, Coord. Chem. Rev. 2015, 293, 250.
D. Schweinfurth, M. M. Khusniyarov, D. Bubrin, S. Hohloch, C.-Y. Su, B. Sarkar, Inorg. Chem. 2013, 52, 10332.
N. Deibel, M. G. Sommer, S. Hohloch, J. Schwann, D. Schweinfurth, F. Ehret, B. Sarkar, Organometallics 2014, 33, 4756.
I.-R. Jeon, J. G. Park, D. J. Xiao, T. D. Harris, J. Am. Chem. Soc. 2013, 135, 16845.
J. A. DeGayner, I.-R. Jeon, T. D. Harris, Chem. Sci. 2015, 6, 6639.
K. Ohno, A. Nagasawa, T. Fujihara, Dalton Trans. 2015, 44, 368.
K. Ohno, T. Fujihara, A. Nagasawa, Polyhedron 2014, 81, 715.
Y. Su, Y. Zhao, J. Gao, Q. Dong, B. Wu, X.-J. Yang, Inorg. Chem. 2012, 51, 5889.
O. Siri, P. Braunstein, Chem. Commun. 2000, 2223.
J. Taquet, O. Siri, P. Braunstein, R. Welter, Inorg. Chem. 2006, 45, 4668.
J. Rall, A. F. Stange, K. Hübler, W. Kaim, Angew. Chem. Int. Ed. 1998, 37, 2681;
Angew. Chem. 1998, 110, 2827.
S. Frantz, J. Rall, I. Hartenbach, T. Schleid, S. Záliš, W. Kaim, Chem. Eur. J. 2004, 10, 149.
P. Braunstein, A. Demessence, O. Siri, J.-P. Taquet, C. R. Chim. 2004, 7, 909.
O. Siri, J. Taquet, J.-P. Collin, M.-M. Rohmer, M. Bénard, P. Braunstein, Chem. Eur. J. 2005, 11, 7247.
H. Masui, A. L. Freda, M. C. Zerner, A. B. P. Lever, Inorg. Chem. 2000, 39, 141.
K. Biradha, A. Ramanan, J. J. Vittal, Cryst. Growth Des. 2009, 9, 2969.
See Ref. [38].
K. Wada, K. Sakaushi, S. Sasaki, H. Nishihara, Angew. Chem. Int. Ed. 2018, 57, 8886;
Angew. Chem. 2018, 130, 9024.
J. Park, M. Lee, D. Feng, Z. Huang, A. C. Hinckley, A. Yakovenko, X. Zou, Y. Cui, Z. Bao, J. Am. Chem. Soc. 2018, 140, 10315.
See Ref. [41].
X. Huang, S. Zhang, L. Liu, L. Yu, G. Chen, W. Xu, D. Zhu, Angew. Chem. Int. Ed. 2018, 57, 146;
Angew. Chem. 2018, 130, 152.
Y. Chen, M. Tang, Y. Wu, X. Su, X. Li, S. Xu, S. Zhuo, J. Ma, D. Yuan, C. Wang, W. Hu, Angew. Chem. Int. Ed. 2019, 58, 14731;
Angew. Chem. 2019, 131, 14873.
X.-F. Cheng, E.-B. Shi, X. Hou, J. Shu, J. He, H. Li, Q.-F. Xu, N.-J. Li, D. Chen, J.-M. Lu, Adv. Electron. Mater. 2017, 3, 1700107.
S. Clair, D. G. de Oteyza, Chem. Rev. 2019, 119, 4717.
S. Zheng, Z. Chu, K. H. Lee, Q. Lin, Y. Li, G. He, J. Chen, G. Jia, ChemPlusChem 2019, 84, 85.
C. Meseguer, S. Titos-Padilla, M. M. Hänninen, R. Navarrete, A. J. Mota, M. Evangelisti, J. Ruiz, E. Colacio, Inorg. Chem. 2014, 53, 12092.
P. Jelínek, J. Phys. Condens. Matter 2017, 29, 343002.
L. Gross, F. Mohn, N. Moll, P. Liljeroth, G. Meyer, Science 2009, 325, 1110.
S. Dähne, D. Leupold, Angew. Chem. Int. Ed. Engl. 1966, 5, 984;
Angew. Chem. 1966, 78, 1029.
V. Blum, R. Gehrke, F. Hanke, P. Havu, V. Havu, X. Ren, K. Reuter, M. Scheffler, Comput. Phys. Commun. 2009, 180, 2175.
A. D. Becke, J. Chem. Phys. 1993, 98, 1372-1377.
P. Hapala, G. Kichin, C. Wagner, F. S. Tautz, R. Temirov, P. Jelínek, Phys. Rev. B 2014, 90, 085421.
M. Bieri, M.-T. Nguyen, O. Gröning, J. Cai, M. Treier, K. Aït-Mansour, P. Ruffieux, C. A. Pignedoli, D. Passerone, M. Kastler, J. Am. Chem. Soc. 2010, 132, 16669.
K.-H. Meiwes-Broer, Metal Clusters at Surfaces, Springer Berlin Heidelberg, Berlin, 2000.
J. Moulder, Handbook of X-Ray Photoelectron Spectroscopy: A Reference Book of Standard Spectra for Identification and Interpretation of XPS Data, Physical Electronics Division PerkinElmer Corp., Eden Prairie Minn., 1992.
A. Rieger, S. Schnidrig, B. Probst, K.-H. Ernst, C. Wäckerlin, J. Phys. Chem. Lett. 2017, 8, 6193.
Y. Bai, F. Buchner, I. Kellner, M. Schmid, F. Vollnhals, H.-P. Steinrück, H. Marbach, J. Michael Gottfried, New J. Phys. 2009, 11, 125004.
W. Hieringer, K. Flechtner, A. Kretschmann, K. Seufert, W. Auwärter, J. V. Barth, A. Görling, H.-P. Steinrück, J. M. Gottfried, J. Am. Chem. Soc. 2011, 133, 6206.
M. Chen, X. Feng, L. Zhang, H. Ju, Q. Xu, J. Zhu, J. M. Gottfried, K. Ibrahim, H. Qian, J. Wang, J. Phys. Chem. C 2010, 114, 9908.
B. Li, T. He, Y. Fan, X. Yuan, H. Qiu, S. Yin, Chem. Commun. 2019, 55, 8036.
P. V. R. Schleyer, C. Maerker, A. Dransfeld, H. Jiao, N. J. R. Eikema-Hommes, J. Am. Chem. Soc. 1996, 118, 6317.
D. Geuenich, K. Hess, F. Köhler, R. Herges, Chem. Rev. 2005, 105, 3758.
M. Mauksch, S. B. Tsogoeva, Chem. Eur. J. 2018, 24, 10059.
H. S. Rzepa, Chem. Rev. 2005, 105, 3697.
D. W. Szczepanik, M. Solà, ChemistryOpen 2019, 8, 219.
T. M. Krygowski, M. K. Cyrański, Chem. Rev. 2001, 101, 1385.
L. Lafferentz, F. Ample, H. Yu, S. Hecht, C. Joachim, L. Grill, Science 2009, 323, 1193.
Light-Controlled Multiconfigurational Conductance Switching in a Single 1D Metal-Organic Wire
