Single-Molecule Conductance of a π-Hybridized Tripodal Anchor while Maintaining Electronic Communication
Corresponding Author
Tatsuhiko Ohto
Graduate School of Engineering Science, Osaka University, 1-3 Machikaneyama, Toyonaka, Osaka, 560-8531 Japan
E-mail: [email protected], [email protected], [email protected], [email protected], [email protected]
Search for more papers by this authorAya Tashiro
The Institute of Scientific and Industrial Research (ISIR), Osaka University, 8-1 Mihogaoka, Ibaraki, Osaka, 567-0047 Japan
Search for more papers by this authorTakuji Seo
The Institute of Scientific and Industrial Research (ISIR), Osaka University, 8-1 Mihogaoka, Ibaraki, Osaka, 567-0047 Japan
Search for more papers by this authorNana Kawaguchi
The Institute of Scientific and Industrial Research (ISIR), Osaka University, 8-1 Mihogaoka, Ibaraki, Osaka, 567-0047 Japan
Search for more papers by this authorYuichi Numai
Graduate School of Engineering Science, Osaka University, 1-3 Machikaneyama, Toyonaka, Osaka, 560-8531 Japan
Search for more papers by this authorJunpei Tokumoto
Graduate School of Engineering Science, Osaka University, 1-3 Machikaneyama, Toyonaka, Osaka, 560-8531 Japan
Search for more papers by this authorSoichiro Yamaguchi
Graduate School of Engineering Science, Osaka University, 1-3 Machikaneyama, Toyonaka, Osaka, 560-8531 Japan
Search for more papers by this authorCorresponding Author
Ryo Yamada
Graduate School of Engineering Science, Osaka University, 1-3 Machikaneyama, Toyonaka, Osaka, 560-8531 Japan
E-mail: [email protected], [email protected], [email protected], [email protected], [email protected]
Search for more papers by this authorCorresponding Author
Hirokazu Tada
Graduate School of Engineering Science, Osaka University, 1-3 Machikaneyama, Toyonaka, Osaka, 560-8531 Japan
E-mail: [email protected], [email protected], [email protected], [email protected], [email protected]
Search for more papers by this authorCorresponding Author
Yoshio Aso
The Institute of Scientific and Industrial Research (ISIR), Osaka University, 8-1 Mihogaoka, Ibaraki, Osaka, 567-0047 Japan
E-mail: [email protected], [email protected], [email protected], [email protected], [email protected]
Search for more papers by this authorCorresponding Author
Yutaka Ie
The Institute of Scientific and Industrial Research (ISIR), Osaka University, 8-1 Mihogaoka, Ibaraki, Osaka, 567-0047 Japan
E-mail: [email protected], [email protected], [email protected], [email protected], [email protected]
Search for more papers by this authorCorresponding Author
Tatsuhiko Ohto
Graduate School of Engineering Science, Osaka University, 1-3 Machikaneyama, Toyonaka, Osaka, 560-8531 Japan
E-mail: [email protected], [email protected], [email protected], [email protected], [email protected]
Search for more papers by this authorAya Tashiro
The Institute of Scientific and Industrial Research (ISIR), Osaka University, 8-1 Mihogaoka, Ibaraki, Osaka, 567-0047 Japan
Search for more papers by this authorTakuji Seo
The Institute of Scientific and Industrial Research (ISIR), Osaka University, 8-1 Mihogaoka, Ibaraki, Osaka, 567-0047 Japan
Search for more papers by this authorNana Kawaguchi
The Institute of Scientific and Industrial Research (ISIR), Osaka University, 8-1 Mihogaoka, Ibaraki, Osaka, 567-0047 Japan
Search for more papers by this authorYuichi Numai
Graduate School of Engineering Science, Osaka University, 1-3 Machikaneyama, Toyonaka, Osaka, 560-8531 Japan
Search for more papers by this authorJunpei Tokumoto
Graduate School of Engineering Science, Osaka University, 1-3 Machikaneyama, Toyonaka, Osaka, 560-8531 Japan
Search for more papers by this authorSoichiro Yamaguchi
Graduate School of Engineering Science, Osaka University, 1-3 Machikaneyama, Toyonaka, Osaka, 560-8531 Japan
Search for more papers by this authorCorresponding Author
Ryo Yamada
Graduate School of Engineering Science, Osaka University, 1-3 Machikaneyama, Toyonaka, Osaka, 560-8531 Japan
E-mail: [email protected], [email protected], [email protected], [email protected], [email protected]
Search for more papers by this authorCorresponding Author
Hirokazu Tada
Graduate School of Engineering Science, Osaka University, 1-3 Machikaneyama, Toyonaka, Osaka, 560-8531 Japan
E-mail: [email protected], [email protected], [email protected], [email protected], [email protected]
Search for more papers by this authorCorresponding Author
Yoshio Aso
The Institute of Scientific and Industrial Research (ISIR), Osaka University, 8-1 Mihogaoka, Ibaraki, Osaka, 567-0047 Japan
E-mail: [email protected], [email protected], [email protected], [email protected], [email protected]
Search for more papers by this authorCorresponding Author
Yutaka Ie
The Institute of Scientific and Industrial Research (ISIR), Osaka University, 8-1 Mihogaoka, Ibaraki, Osaka, 567-0047 Japan
E-mail: [email protected], [email protected], [email protected], [email protected], [email protected]
Search for more papers by this authorAbstract
Direct hybridization between the π-orbital of a conjugated molecule and metal electrodes is recognized as a new anchoring strategy to enhance the electrical conductance of single-molecule junctions. The anchor is expected to maintain direct hybridization between the conjugated molecule and the metal electrodes, and control the orientation of the molecule against the metal electrodes. However, fulfilling both requirements is difficult because multipodal anchors aiming at a robust contact with the electrodes often break the π-conjugation, thereby resulting in an inefficient carrier transport. Herein, a new tripodal anchor framework—a 7,7-diphenyl-7H-benzo[6,7]indeno[1,2-b]thiophene (PBIT) derivative—is developed. In this framework, π-conjugation is maintained in the molecular junction, and the tripodal structure makes the molecule stand upright on the metal electrode. Molecular conductance is measured by the break junction technique. A vector-based classification and first-principles transport calculations determine the single-molecule conductance of the tripodal-anchoring structure. The conductance of the PBIT-based molecule is higher than that of the tripodal anchor having sp3 carbon atoms in the carrier transport pathway. These results demonstrate that extending the π-conjugation to the tripodal leg is an effective strategy for enhancing the conductivities of single-molecule junctions.
Conflict of Interest
The authors declare no conflict of interest.
Supporting Information
Filename | Description |
---|---|
smll202006709-sup-0001-SuppMat.pdf1.7 MB | Supporting Information |
Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.
References
- 1A. Aviram, M. A. Ratner, Chem. Phys. Lett. 1974, 29, 277.
- 2J. C. Cuevas, E. Scheer, Molecular Electronics: An Introduction to Theory and Experiment, World Scientific, Singapore 2010.
10.1142/7434 Google Scholar
- 3T. A. Gschneidtner, Y. A. D. Fernandez, K. Moth-Poulsen, J. Mater. Chem. C 2013, 1, 7127.
- 4C. Joachim, J. K. Gimzewski, A. Aviram, Nature 2000, 408, 541.
- 5K. Moth-Poulsen, T. Bjornholm, Nat. Nanotechnol. 2009, 4, 551.
- 6H. Song, M. A. Reed, T. Lee, Adv. Mater. 2011, 23, 1583.
- 7J. M. Tour, Acc. Chem. Res. 2000, 33, 791.
- 8M. Tsutsui, M. Taniguchi, Sensors 2012, 12, 7259.
- 9B. Q. Xu, N. J. J. Tao, Science 2003, 301, 1221.
- 10L. Sun, Y. A. Diaz-Fernandez, T. A. Gschneidtner, F. Westerlund, S. Lara-Avila, K. Moth-Poulsen, Chem. Soc. Rev. 2014, 43, 7378.
- 11R. M. Metzger, Chem. Rev. 2015, 115, 5056.
- 12Y. Kim, T. Pietsch, A. Erbe, W. Belzig, E. Scheer, Nano Lett. 2011, 11, 3734.
- 13S. Fujii, T. Tada, Y. Komoto, T. Osuga, T. Murase, M. Fujita, M. Kiguchi, J. Am. Chem. Soc. 2015, 137, 5939.
- 14M. Kiguchi, Appl. Phys. Lett. 2009, 95, 073301.
- 15M. Kiguchi, T. Takahashi, Y. Takahashi, Y. Yamauchi, T. Murase, M. Fujita, T. Tada, S. Watanabe, Angew. Chem., Int. Ed. 2011, 50, 5707.
- 16C. A. Martin, D. Ding, J. K. Sorensen, T. Bjornholm, J. M. van Ruitenbeek, H. S. J. van der Zant, J. Am. Chem. Soc. 2008, 130, 13198.
- 17S. Y. Quek, M. Kamenetska, M. L. Steigerwald, H. J. Choi, S. G. Louie, M. S. Hybertsen, J. B. Neaton, L. Venkataraman, Nat. Nanotechnol. 2009, 4, 230.
- 18Y. Ie, T. Hirose, H. Nakamura, M. Kiguchi, N. Takagi, M. Kawai, Y. Aso, J. Am. Chem. Soc. 2011, 133, 3014.
- 19Y. Ie, K. Tanaka, A. Tashiro, S. K. Lee, H. R. Testai, R. Yamada, H. Tada, Y. Aso, J. Phys. Chem. Lett. 2015, 6, 3754.
- 20R. Yamada, K. Albrecht, T. Ohto, K. Minode, K. Yamamoto, H. Tada, Nanoscale 2018, 10, 19818.
- 21M. Lemmer, M. S. Inkpen, K. Kornysheva, N. J. Long, T. Albrecht, Nat. Commun. 2016, 7, 12922.
- 22S. Bock, O. A. Al-Owaedi, S. G. Eaves, D. C. Milan, M. Lemmer, B. W. Skelton, H. M. Osorio, R. J. Nichols, S. J. Higgins, P. Cea, N. J. Long, T. Albrecht, S. Martín, C. J. Lambert, P. J. Low, Chem. - Eur. J. 2017, 23, 2133.
- 23W. Ding, M. Koepf, C. Koenigsmann, A. Batra, L. Venkataraman, C. F. A. Negre, G. W. Brudvig, R. H. Crabtree, C. A. Schmuttenmaer, V. S. Batista, J. Chem. Theory Comput. 2015, 11, 5888.
- 24B. Liu, J. Xiang, J.-H. Tian, C. Zhong, B.-W. Mao, F.-Z. Yang, Z.-B. Chen, S.-T. Wu, Z.-Q. Tian, Electrochim. Acta 2005, 50, 3041.
- 25J. M. v. Ruitenbeek, A. Alvarez, I. Piñeyro, C. Grahmann, P. Joyez, M. H. Devoret, D. Esteve, C. Urbina, Rev. Sci. Instrum. 1996, 67, 108.
- 26A. R. Rocha, V. M. Garcia-Suarez, S. Bailey, C. Lambert, J. Ferrer, S. Sanvito, Phys. Rev. B 2006, 73, 085414.
- 27I. Rungger, S. Sanvito, Phys. Rev. B 2008, 78, 035407.
- 28T. Ohto, I. Rungger, K. Yamashita, H. Nakamura, S. Sanvito, Phys. Rev. B 2013, 87, 205439.
- 29J. M. Soler, E. Artacho, J. D. Gale, A. Garcia, J. Junquera, P. Ordejon, D. Sanchez-Portal, J. Phys.: Condens. Matter 2002, 14, 2745.
- 30N. Troullier, J. L. Martins, Phys. Rev. B 1991, 43, 1993.
- 31L. Kleinman, D. M. Bylander, Phys. Rev. Lett. 1982, 48, 1425.
- 32J. P. Perdew, K. Burke, M. Ernzerhof, Phys. Rev. Lett. 1996, 77, 3865.
- 33S. Grimme, J. Comput. Chem. 2006, 27, 1787.