{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"submitter":["Mamada M"],"funding":["Exploratory Research for Advanced Technology","Japan Society for the Promotion of Science"],"pagination":["552-558"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC8178977"],"repository":["biostudies-literature"],"omics_type":["Unknown"],"volume":["12(2)"],"pubmed_abstract":["<i>peri</i>-Acenes have shown great potential for use as functional materials because of their open-shell singlet biradical character. However, only a limited number of <i>peri</i>-acene derivatives larger than <i>peri</i>-tetracene have been synthesized to date, presumably owing to the low stability of the target compounds in addition to the complicated synthesis scheme. Here, a very simple synthesis route for the tetrabenzo[<i>a</i>,<i>f</i>,<i>j</i>,<i>o</i>]perylene (TBP) structure enables the development of highly stable <i>peri</i>-tetracene analogues. Despite a high degree of singlet biradical character, the compounds with four substituents at the zigzag edge show a remarkable stability in solution under ambient conditions, which is better than that of acene derivatives with a closed-shell electronic configuration. The crystal structures of the TBP derivatives were obtained for the first time; these are valuable to understand the relationship between the structure and biradical character of <i>peri</i>-acenes. The application of <i>peri</i>-acenes in electronic devices should also be investigated. Therefore, the semiconducting properties of the TBP derivative were investigated by fabricating the field-effect transistors."],"journal":["Chemical science"],"pubmed_title":["Synthesis, crystal structure and charge transport characteristics of stable <i>peri</i>-tetracene analogues."],"pmcid":["PMC8178977"],"funding_grant_id":["Core-to-Core Program","19H02790","JPMJER1305"],"pubmed_authors":["Nakamura R","Adachi C","Mamada M"],"additional_accession":[]},"is_claimable":false,"name":"Synthesis, crystal structure and charge transport characteristics of stable <i>peri</i>-tetracene analogues.","description":"<i>peri</i>-Acenes have shown great potential for use as functional materials because of their open-shell singlet biradical character. However, only a limited number of <i>peri</i>-acene derivatives larger than <i>peri</i>-tetracene have been synthesized to date, presumably owing to the low stability of the target compounds in addition to the complicated synthesis scheme. Here, a very simple synthesis route for the tetrabenzo[<i>a</i>,<i>f</i>,<i>j</i>,<i>o</i>]perylene (TBP) structure enables the development of highly stable <i>peri</i>-tetracene analogues. Despite a high degree of singlet biradical character, the compounds with four substituents at the zigzag edge show a remarkable stability in solution under ambient conditions, which is better than that of acene derivatives with a closed-shell electronic configuration. The crystal structures of the TBP derivatives were obtained for the first time; these are valuable to understand the relationship between the structure and biradical character of <i>peri</i>-acenes. The application of <i>peri</i>-acenes in electronic devices should also be investigated. Therefore, the semiconducting properties of the TBP derivative were investigated by fabricating the field-effect transistors.","dates":{"release":"2020-01-01T00:00:00Z","publication":"2020 Oct","modification":"2024-02-15T00:46:37.146Z","creation":"2022-02-10T16:15:12.759Z"},"accession":"S-EPMC8178977","cross_references":{"pubmed":["34163785"],"doi":["10.1039/d0sc04699j"]}}