Combining solution-based and surface-assisted synthesis, we demonstrate the first synthesis of NBN-doped bis-tetracene (NBN-BT) and peri-tetracene (NBN-PT). The chemical structures are clearly elucidated by high-resolution scanning tunneling microscopy (STM) in combination with noncontact atomic force microscopy (nc-AFM). Scanning tunneling spectroscopy (STS) characterizations reveal that NBN-BT and NBN-PT possess higher energy gaps than bis-tetracene and peri-tetracene. Interestingly, NBN-BT can undergo stepwise one-electron oxidation and convert into its corresponding radical cation and then to its dication. The energy gap of the NBN-BT dication is similar to that of bis-tetracene, indicating their isoelectronic relationship. Moreover, a similar energy gap between the NBN-PT dication and peri-tetracene can be predicted by DFT calculations. This work provides a novel synthesis along with characterizations of multi-NBN-doped zigzag-edged peri-acenes with tunable electronic properties.
| Identifer | oai:union.ndltd.org:DRESDEN/oai:qucosa:de:qucosa:91060 |
| Date | 17 May 2024 |
| Creators | Fu, Yubin, Chang, Xiao, Yang, Huan, Dmitrieva, Evgenia, Gao, Yixuan, Ma, Ji, Huang, Li, Liu, Junzhi, Lu, Hongliang, Cheng, Zhihai, Du, Shixuan, Gao, Hong-Jun, Feng, Xinliang |
| Publisher | Wiley-VCH |
| Source Sets | Hochschulschriftenserver (HSSS) der SLUB Dresden |
| Language | English |
| Detected Language | English |
| Type | info:eu-repo/semantics/publishedVersion, doc-type:article, info:eu-repo/semantics/article, doc-type:Text |
| Rights | info:eu-repo/semantics/openAccess |
| Relation | 1433-7851, 10.1002/anie.202109808, info:eu-repo/grantAgreement/European Commission/H2020 | SGA-RIA/881603//Graphene Flagship Core Project 3/GrapheneCore3, info:eu-repo/grantAgreement/European Commission/H2020 | MSCA-ITN-ETN/813036//Bottom-Up generation of atomicalLy precise syntheTIc 2D MATerials for high performance in energy and Electronic applications – A multi-site innovative training action/ULTIMATE, info:eu-repo/grantAgreement/European Commission/H2020 | ERC | ERC-COG/819698//Development of Thiophene Based Conjugated Polymers in Two Dimensions/T2DCP, info:eu-repo/grantAgreement/Deutsche Forschungsgemeinschaft/EXC 1056/194636624//Center for Advancing Electronics Dresden/cfaed, info:eu-repo/grantAgreement/Deutsche Forschungsgemeinschaft/Sachbeihilfen/391979941//Erkundung von Heteroaromatischen und -antiaromatischen atompräzisen Nanographenen/EnhanceNano, info:eu-repo/grantAgreement/Deutsche Forschungsgemeinschaft/Sachbeihilfen/429265950//Untersuchung synthetischer Ansätze für nicht-alternierende ring topologien in Graphen Nanostrukturen/EnhanTopo |
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