On-Surface Synthesis of BN-Substituted Heteroaromatic Networks

Sánchez-Sánchez, Carlos; Brüller, Sebastian; Sachdev, Hermann; Müllen, Klaus; Krieg, Matthias; Bettinger, Holger F.; Nicolaï, Adrien; Meunier, Vincent; Talirz, Leopold; Fasel, Roman; Ruffieux, Pascal (2015). On-Surface Synthesis of BN-Substituted Heteroaromatic Networks. ACS nano, 9(9), pp. 9228-9235. American Chemical Society 10.1021/acsnano.5b03895

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We report on the bottom-up fabrication of BN-substituted heteroaromatic networks achieved by surface-assisted polymerization and subsequent cyclodehydrogenation of specifically designed BN-substituted precursor monomers based on a borazine core structural element. To get insight into the cyclodehydrogenation pathway and the influence of molecular flexibility on network quality, two closely related precursor monomers with different degrees of internal cyclodehydrogenation have been employed. Scanning tunneling microscopy shows that, for both monomers, surface-assisted cyclodehydrogenation allows for complete monomer cyclization and the formation of covalently interlinked BN-substituted polyaromatic hydrocarbon networks on the Ag(111) surface. In agreement with experimental observations, density functional theory calculations reveal a significantly lower energy barrier for the cyclodehydrogenation of the conformationally more rigid precursor monomer, which is also reflected in a higher degree of long-range order of the obtained heteroaromatic network. Our proof-of-concept study will allow for the fabrication of atomically precise substitution patterns within BNC heterostructures.

Item Type:

Journal Article (Original Article)

Division/Institute:

08 Faculty of Science > Departement of Chemistry and Biochemistry

UniBE Contributor:

Fasel, Roman

Subjects:

500 Science > 570 Life sciences; biology
500 Science > 540 Chemistry
500 Science > 530 Physics

ISSN:

1936-0851

Publisher:

American Chemical Society

Language:

English

Submitter:

Roman Fasel

Date Deposited:

14 Dec 2015 11:46

Last Modified:

14 Dec 2015 11:46

Publisher DOI:

10.1021/acsnano.5b03895

BORIS DOI:

10.7892/boris.73793

URI:

https://boris.unibe.ch/id/eprint/73793

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