Oxygen‐Doped Zig‐Zag Molecular Ribbons. (19th June 2018)

• Record Type: Journal Article
• Authors: Berezin, Andrey; Biot, Nicolas; Battisti, Tommaso; Bonifazi, Davide
• Is Part Of: Angewandte Chemie. Volume 130:Number 29(2018)
• Page Start: 9080
• Page End: 9084
• Publication Date: 2018-06-19
• Subjects: C-O-Kupplungen -- Cyclische Ether -- Heteroatomdotierung -- Nanobänder -- Supramolekulare Chemie; Chemistry -- Periodicals; 540
• DOI: 10.1002/ange.201803282
• Languages: English
• ISSNs: 0044-8249

Abstract

Abstract: The synthesis of a zig‐zag oxygen‐doped molecular rhombic ribbon has been achieved. This includes oxidative C−C and C−O bond formations that allowed the stepwise elongation and planarization of an oxa‐congener of 2, 7‐periacenoacene. X‐ray diffraction analysis corroborated the flat structure and the zig‐zag topology of the O‐doped edges. Photophysical and electrochemical investigations showed that the extension of the peri‐xanthenoxanthene (PXX) into the molecular ribbon induces a noticeable shrinking of the molecular band gap devised by a rising of the HOMO energy level, a desirable property for p‐type organic semiconductors.