journal article·2021-01-26Open access

On-Surface Synthesis and Intermolecular Cycloadditions of Indacenoditetracenes, Antiaromatic Analogues of Undecacene

Rafal Zuzak, Otilia Stoica, Rémi Blieck, Antonio M. Echavarren, Szymon Godlewski

ACS Nano· Volume 15· Issue 1

Abstract

The formation of s-indaceno[1,2-b:5,6-b′]ditetracene and as-indaceno[2,3-b:6,7-b′]ditetracene containing indenofluorene cores from a common precursor has been achieved by a dehydrogenative surface-assisted cyclization on Au(111) and confirmed by bond-resolved non-contact atomic force microscopy. On-surface generated as-indaceno[2,3-b:6,7-b′]ditetracenes undergo fusion, which leads to T-shaped adducts by an intermolecular cycloaddition. The same type of cycloaddition, which has no parallel in solution chemistry, has been observed between as-indaceno[2,3-b:6,7-b′]ditetracene and pentacene or octacene. These examples of surface-assisted cycloaddition provide perspectives for the rational design and synthesis of molecular nanostructures.
Source: openalex_inverted_index · Quality: baseline

Research context

OpenAlex topics: Surface Chemistry and Catalysis · Molecular Junctions and Nanostructures · Force Microscopy Techniques and Applications

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

Affiliations

Centre for Nanometer-Scale Science and Advanced Materials, NANOSAM, Faculty of Physics, Astronomy and Applied Computer Science, Jagiellonian University, Łojasiewicza 11, PL 30-348 Krakow, Poland

Institute of Chemical Research of Catalonia (ICIQ), Barcelona Institute of Science and Technology, Avenida Països Catalans 16, 43007 Tarragona, Spain

Departament de Química Orgànica i Analítica, Universitat Rovira i Virgili, C/Marcel·lí Domingo s/n, 43007 Tarragona, Spain

Funding

Ministerio de Ciencia e Innovaci?n · Narodowe Centrum Nauki · Ag?ncia de Gesti? d?Ajuts Universitaris i de Recerca · H2020 European Research Council

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