journal article·2024-08-01Open access

Procrystalline Self-Assembly of Desymmetrized Pentaphenylcyclopentadiene

Donglin Li, Sota Seki, Atsushi Ishikawa, Kenichiro Omoto, Kazuma Yasuhara, Gwénaël Rapenne, Shigeki Kawai

Abstract

The interplay between the molecular shape and the intermolecular interaction plays a decisive role in self-assembled structures. Recently, inherent randomness of low ordered assemblies, resulting from lack of short- and long-range periodicities, has attracted significant attention due to the unique structural, electronic, and mechanical properties. Here, we present procrystalline self-assemblies of pentaphenyl cyclopentadienyl derivatives on Ag(111) and Au(111) with scanning tunneling microscopy, operating at 4.3 K under ultrahigh vacuum conditions. Two examples, using 5-fold symmetric molecules substituted with methyl or fluorine groups, show that weak interactions, such as π-π stacking, CH-π interactions, and CH···F hydrogen bonding, play a pivotal role in formation of the procrystalline assembly. Our results may give insights into the intricate relationship between the molecular shape and the intermolecular interaction in the formation of non-crystalline assemblies.
Source: openalex_inverted_index · Quality: baseline

Research context

OpenAlex topics: Surface Chemistry and Catalysis · Advanced Chemical Physics Studies · Force Microscopy Techniques and Applications

SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.

Affiliations

Center for Basic Research on Materials, National Institute for Materials Science, 1-2-1 Sengen, Tsukuba, Ibaraki 305-0047, Japan

Division of Materials Science, Nara Institute of Science and Technology, 8916-5 Takayama, Ikoma, 630-0192, Japan

Department of Transdisciplinary Science and Engineering, School of Environment and Society, Tokyo Institute of Technology, 2-12-1 Ookayama, Meguro-ku, Tokyo 152-8552, Japan

Center for Digital Green-innovation, Nara Institute of Science and Technology, 8916-5 Takayama, Ikoma, Nara 630-0192, Japan

CEMES, Université de Toulouse, CNRS, 29, rue Marvig, 31055 Toulouse, France

Graduate School of Pure and Applied Sciences, University of Tsukuba, Tsukuba 305-8571, Japan

Funding

Ministry of Education, Culture, Sports, Science and Technology

References (48)

Show source-provided references
1. 10.1126/science.107082110.1126/science.1070821 ↗
2. 10.1038/3509805910.1038/35098059 ↗
3. 10.1038/3502502710.1038/35025027 ↗
4. 10.1039/b008033k10.1039/b008033k ↗
5. 10.1002/adfm.20030502010.1002/adfm.200305020 ↗
6. 10.1063/1.490777710.1063/1.4907777 ↗
7. 10.1002/(SICI)1099-1395(199705)10:5<254::AID-POC875>3.0.CO;2-310.1002/(SICI)1099-1395(199705)10:5<254::AID-POC875>3.0.CO;2-3 ↗
8. 10.1021/jacs.6b0241210.1021/jacs.6b02412 ↗
9. 10.1021/nn204398m10.1021/nn204398m ↗
10. 10.1021/ja025676410.1021/ja0256764 ↗
11. 10.1021/jp049501n10.1021/jp049501n ↗
12. 10.1021/ja101052710.1021/ja1010527 ↗
13. 10.1002/adma.20110202210.1002/adma.201102022 ↗
14. 10.1021/nn700436510.1021/nn7004365 ↗
15. 10.1002/adfm.20080065210.1002/adfm.200800652 ↗
16. 10.1039/C9SM01847F10.1039/C9SM01847F ↗
17. 10.1021/ar050192910.1021/ar0501929 ↗
18. 10.1021/acsnano.8b0351310.1021/acsnano.8b03513 ↗
19. 10.1002/adma.20100158210.1002/adma.201001582 ↗
20. 10.1021/acs.nanolett.8b0396010.1021/acs.nanolett.8b03960 ↗
21. 10.1103/PhysRevB.83.17443410.1103/PhysRevB.83.174434 ↗
22. 10.1038/nmat80010.1038/nmat800 ↗
23. 10.1038/s41586-019-1891-y10.1038/s41586-019-1891-y ↗
24. 10.1038/nature1445310.1038/nature14453 ↗
25. 10.1038/s41570-020-00228-310.1038/s41570-020-00228-3 ↗
26. 10.1038/s41467-017-02667-x10.1038/s41467-017-02667-x ↗
27. 10.1038/3504620210.1038/35046202 ↗
28. 10.1038/ncomms1536710.1038/ncomms15367 ↗
29. 10.1038/nature1299310.1038/nature12993 ↗
30. 10.1038/ncomms1044510.1038/ncomms10445 ↗
31. 10.1021/ja810108310.1021/ja8101083 ↗
32. 10.1021/acs.nanolett.8b0312610.1021/acs.nanolett.8b03126 ↗
33. 10.1021/ja405456k10.1021/ja405456k ↗
34. 10.1016/j.tet.2008.08.07110.1016/j.tet.2008.08.071 ↗
35. 10.1039/D1RA03875C10.1039/D1RA03875C ↗
36. 10.1021/acs.jpclett.0c0174710.1021/acs.jpclett.0c01747 ↗
37. 10.1021/jp409323g10.1021/jp409323g ↗
38. 10.1002/adfm.20080145310.1002/adfm.200801453 ↗
39. 10.1021/nn505876n10.1021/nn505876n ↗
40. 10.1021/jp026875c10.1021/jp026875c ↗
41. 10.1021/jacs.8b1006710.1021/jacs.8b10067 ↗
42. Landolt, H.; Börnstein, R. Landolt-Börnstein: Numerical Data and Functional Relationships in Science and Technology - New Series; Springer: Berlin, 2009.
43. 10.1103/PhysRevLett.77.386510.1103/PhysRevLett.77.3865 ↗
44. 10.1063/1.338234410.1063/1.3382344 ↗
45. 10.1103/PhysRevB.54.170310.1103/PhysRevB.54.1703 ↗
46. 10.1063/5.000704510.1063/5.0007045 ↗
47. 10.1107/S002188981103897010.1107/S0021889811038970 ↗
48. 10.1002/jcc.2288510.1002/jcc.22885 ↗