{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"submitter":["Delouche T"],"funding":["ANR"],"pagination":["e202205548"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC9400969"],"repository":["biostudies-literature"],"omics_type":["Unknown"],"volume":["61(31)"],"pubmed_abstract":["We report the straightforward one-pot synthesis of novel 5- or 6-membered P-heterocycles featuring an internal ylidic bond: P-containing acenaphthylenes and phenanthrenes. The stability of the compounds tolerates post-functionalization through direct arylation to introduce electron-rich/poor substituents and the synthetic strategy is also compatible with the preparation of more elaborate polyaromatic scaffolds such as acenes and helicenes. Using a joint experimental (X-ray analysis, optical and redox properties) and theoretical approach, we perform a full structure-property relationships study on these new platforms. In particular, we show that molecular engineering allows not only tuning their absorption/emission across the entire visible range but also endowing them with chiroptical or non-linear optical properties, making them valuable dyes for a large panel of photonic or opto-electronic applications."],"journal":["Angewandte Chemie (International ed. in English)"],"pubmed_title":["Straightforward Access to Multifunctional π-Conjugated P-Heterocycles Featuring an Internal Ylidic Bond."],"pmcid":["PMC9400969"],"funding_grant_id":["ANR-16-CE05-0003-01"],"pubmed_authors":["Taupier G","Vanthuyne N","Hissler M","Roisnel T","Molard Y","Cordier M","Bouit PA","Delouche T","Caytan E","Jacquemin D","Le Guennic B"],"additional_accession":[]},"is_claimable":false,"name":"Straightforward Access to Multifunctional π-Conjugated P-Heterocycles Featuring an Internal Ylidic Bond.","description":"We report the straightforward one-pot synthesis of novel 5- or 6-membered P-heterocycles featuring an internal ylidic bond: P-containing acenaphthylenes and phenanthrenes. The stability of the compounds tolerates post-functionalization through direct arylation to introduce electron-rich/poor substituents and the synthetic strategy is also compatible with the preparation of more elaborate polyaromatic scaffolds such as acenes and helicenes. Using a joint experimental (X-ray analysis, optical and redox properties) and theoretical approach, we perform a full structure-property relationships study on these new platforms. In particular, we show that molecular engineering allows not only tuning their absorption/emission across the entire visible range but also endowing them with chiroptical or non-linear optical properties, making them valuable dyes for a large panel of photonic or opto-electronic applications.","dates":{"release":"2022-01-01T00:00:00Z","publication":"2022 Aug","modification":"2025-06-01T01:32:28.734Z","creation":"2025-06-01T01:32:28.734Z"},"accession":"S-EPMC9400969","cross_references":{"pubmed":["35657685"],"doi":["10.1002/anie.202205548"]}}