DataVXChemistry of MaterialsPaper
journal article·2019-01-22Open access

Critical Role of Phenyl Substitution and Catalytic Substrate in the Surface-Assisted Polymerization of Dibromobianthracene Derivatives

César Moreno, Mirko Panighel, Manuel Vilas-Varela, Guillaume Sauthier, Maria Tenorio, Gustavo Ceballos, Diego Peña, Aitor Mugarza

Chemistry of Materials· Volume 31· Issue 2
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Source abstract

Abstract

Understanding the nature and hierarchy of on-surface reactions is a major challenge for designing coordination and covalent nanostructures by means of multistep synthetic routes. In particular, intermediates and final products are hard to predict since the reaction paths and their activation windows depend on the choice of both the molecular precursor design and the substrate. Here, we report a systematic study of the effect of the catalytic metal surface to reveal how a single precursor can give rise to very distinct polymers that range from coordination and covalent nonplanar polymer chains of distinct chirality to atomically precise graphene nanoribbons and nanoporous graphene. Our precursor consists on adding two phenyl substituents to 10,10′-dibromo-9,9′-bianthracene, a well-studied precursor in the on-surface synthesis of graphene nanoribbons. The critical role of the monomer design in the reaction paths is inferred from the fact that the phenyl substitution leads to very distinct products in each one of the studied metallic substrates.
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Research context

PolymersNanomaterialsCatalysis & surfaces

OpenAlex topics: Surface Chemistry and Catalysis · Molecular Junctions and Nanostructures · Graphene research and applications

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

Affiliations

Catalan Institute of Nanoscience and Nanotechnology (ICN2), CSIC and The Barcelona Institute of Science and Technology, Campus UAB, Bellaterra, 08193 Barcelona, Spain

Centro Singular de Investigación en Química Biolóxica e Materiais Moleculares (CiQUS) and Departamento de Química Orgánica, Universidade de Santiago de Compostela, 15782 Santiago de Compostela, Spain

ICREA—Institució Catalana de Recerca i Estudis Avançats, Lluis Companys 23, 08010 Barcelona, Spain

Funding

FP7 Information and Communication Technologies · FP7 People: Marie-Curie Actions · European Regional Development Fund · Ag?ncia de Gesti? d?Ajuts Universitaris i de Recerca · Secretar?a de Estado de Investigaci?n, Desarrollo e Innovaci?n · Generalitat de Catalunya · Conseller?a de Cultura, Educaci?n e Ordenaci?n Universitaria, Xunta de Galicia

References (54)

Show source-provided references
1. 10.1039/c1cp20700h10.1039/c1cp20700h ↗
2. 10.1021/ja205857a10.1021/ja205857a ↗
3. 10.1021/acs.accounts.5b0016810.1021/acs.accounts.5b00168 ↗
4. 10.1021/acs.accounts.5b0016010.1021/acs.accounts.5b00160 ↗
5. 10.1002/adma.20150573810.1002/adma.201505738 ↗
6. 10.1039/C7CC03402D10.1039/C7CC03402D ↗
7. de Oteyza D. G. · 2018
8. 10.1088/1361-648X/aaa8cb10.1088/1361-648X/aaa8cb ↗
9. 10.1126/science.aar200910.1126/science.aar2009 ↗
10. 10.1038/nature0921110.1038/nature09211 ↗
11. 10.1038/nature1715110.1038/nature17151 ↗
12. 10.1038/nchem.89110.1038/nchem.891 ↗
13. 10.1021/acs.nanolett.7b0430910.1021/acs.nanolett.7b04309 ↗
14. 10.1039/b915190g10.1039/b915190g ↗
15. 10.1038/nchem.124210.1038/nchem.1242 ↗
16. 10.1002/smll.20080194310.1002/smll.200801943 ↗
17. 10.1021/ja510292b10.1021/ja510292b ↗
18. 10.1021/jp203129f10.1021/jp203129f ↗
19. 10.1021/jp409323g10.1021/jp409323g ↗
20. 10.1016/j.progsurf.2016.08.00110.1016/j.progsurf.2016.08.001 ↗
21. 10.1021/jp502215m10.1021/jp502215m ↗
22. 10.1021/jp509415r10.1021/jp509415r ↗
23. 10.1021/acs.jpcc.5b1188410.1021/acs.jpcc.5b11884 ↗
24. 10.1038/s41598-018-21704-310.1038/s41598-018-21704-3 ↗
25. 10.1021/nn502864210.1021/nn5028642 ↗
26. 10.1021/acsnano.5b0487910.1021/acsnano.5b04879 ↗
27. 10.1021/acsnano.6b0402510.1021/acsnano.6b04025 ↗
28. 10.1021/acsnano.5b0328010.1021/acsnano.5b03280 ↗
29. 10.1038/srep0098310.1038/srep00983 ↗
30. 10.1021/acsnano.6b0526910.1021/acsnano.6b05269 ↗
31. 10.1039/C7FD00099E10.1039/C7FD00099E ↗
32. 10.1021/acs.jpcc.7b0289610.1021/acs.jpcc.7b02896 ↗
33. 10.1021/acsnano.7b0707710.1021/acsnano.7b07077 ↗
34. 10.1002/ange.20160644010.1002/ange.201606440 ↗
35. 10.1038/s41467-017-00692-410.1038/s41467-017-00692-4 ↗
36. 10.1021/acsnano.8b0448910.1021/acsnano.8b04489 ↗
37. 10.1039/C8CC04830D10.1039/C8CC04830D ↗
38. 10.1021/acsnano.7b0352210.1021/acsnano.7b03522 ↗
39. 10.1038/s41586-018-0375-910.1038/s41586-018-0375-9 ↗
40. 10.1021/nn403568410.1021/nn4035684 ↗
41. 10.1039/C3NR05710K10.1039/C3NR05710K ↗
42. 10.1039/C4SC01584C10.1039/C4SC01584C ↗
43. 10.1088/2053-1583/aabb7010.1088/2053-1583/aabb70 ↗
44. 10.1002/chem.20150494610.1002/chem.201504946 ↗
45. 10.1016/0039-6028(80)90676-710.1016/0039-6028(80)90676-7 ↗
46. 10.1021/acs.langmuir.7b0021810.1021/acs.langmuir.7b00218 ↗
47. 10.1039/C6NR05952J10.1039/C6NR05952J ↗
48. 10.1021/acs.jpcc.5b1204710.1021/acs.jpcc.5b12047 ↗
49. 10.1039/c1cc14679c10.1039/c1cc14679c ↗
50. 10.1039/C4CC07107G10.1039/C4CC07107G ↗
51. 10.1021/acsnano.7b0187010.1021/acsnano.7b01870 ↗
52. 10.1063/1.498293910.1063/1.4982939 ↗
53. 10.1016/0169-4332(95)00079-810.1016/0169-4332(95)00079-8 ↗
54. 10.1063/1.243241010.1063/1.2432410 ↗