Surfaces open new routes: unexpected formation of m-PANI oligomers from p-aminophenol (ANGEW. CHEM. 2020)

Surfaces never fail to surprise. Once more, they have demonstrated that chemistry on 2D metallic surfaces behaves differently to that on solution (3D). We have shown that highly unspecific solution-based Michael addition transforms into highly selective when carried out on a Pt(111) surface. In this way, we are able to synthesize meta-polyaniline oligomers starting from a para-functionalized precursor, p-aminophenol. This unexpected behavior, which is rationalized by a multitechnique approach including STM, nc-AFM, STS, XPS, and DFT calculations, is composed of 3 steps: dehydrogenation of the alcohol groups, partial dehydrogenation of the amino groups, and intermolecular coupling between activated amino groups and carbon atoms at the meta position. This reaction pathway opens a door towards the highly directional synthesis of novel nanostructures of interest in the emerging fields of nanomagnetic materials and spintronics.

You can find the work published in open access in:

N. Ruíz del Árbol, C. Sánchez-Sánchez, G. Otero-Irurueta, J. I. Martínez, P. L. de Andrés, A. Gómez-Herrero, P. Merino, M. Piantek, D. Serrate, P. Lacovig, S. Lizzit, J. Alemán, G. Ellis, M. F. López, J.A. Martín-Gago, On-Surface Driven Formal Michael Addition Produces m-Polyaniline Oligomers on Pt(111)”, Angew. Chem. Int. Ed., 59, 23220 (2020). DOI: 10.1002/anie.202009863

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