On-Surface Synthesis of Oligo(indenoindene)

Di Giovannantonio, Marco; Chen, Qiang; Urgel, José I.; Ruffieux, Pascal; Pignedoli, Carlo A.; Müllen, Klaus; Narita, Akimitsu; Fasel, Roman (2020). On-Surface Synthesis of Oligo(indenoindene). Journal of the American Chemical Society, 142(30), pp. 12925-12929. American Chemical Society 10.1021/jacs.0c05701

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Fully conjugated ladder polymers (CLP) possess unique optical and electronic properties, and are considered promis-ing materials for applications in (opto)electronic devices. Poly(indenoindene) is a CLP consisting of an alternating array of five- and six-membered rings, which has remained elusive so far. Here, we report an on-surface synthesis of oligo(indenoindene) on Au(111). Its structure and a low elec-tronic bandgap have been elucidated by low-temperature scanning tunneling microscopy and spectroscopy and non-contact atomic force microscopy, complemented by density functional theory calculations. Achieving defect-free seg-ments of oligo(indenoindene) offers an exclusive insight into this CLP and provides the basis to further synthetic approaches.

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