{"article_type":"original","user_id":"2DF688A6-F248-11E8-B48F-1D18A9856A87","day":"17","volume":24,"oa_version":"Published Version","publisher":"American Chemical Society","abstract":[{"lang":"eng","text":"We present a divergent strategy for the fluorination of phenylacetic acid derivatives that is induced by a charge-transfer complex between Selectfluor and 4-(dimethylamino)pyridine. A comprehensive investigation of the conditions revealed a critical role of the solvent on the reaction outcome. In the presence of water, decarboxylative fluorination through a single-electron oxidation is dominant. Non-aqueous conditions result in the clean formation of α-fluoro-α-arylcarboxylic acids."}],"oa":1,"quality_controlled":"1","date_published":"2022-07-17T00:00:00Z","publication":"Organic Letters","month":"07","doi":"10.1021/acs.orglett.2c02050","publication_identifier":{"eissn":["1523-7052"],"issn":["1523-7060"]},"date_updated":"2023-05-08T08:39:34Z","article_processing_charge":"No","scopus_import":"1","intvolume":" 24","year":"2022","title":"Benzylic fluorination induced by a charge-transfer complex with a solvent-dependent selectivity switch","page":"5376–5380","type":"journal_article","citation":{"short":"A. Madani, L. Anghileri, M. Heydenreich, H.M. Möller, B. Pieber, Organic Letters 24 (2022) 5376–5380.","apa":"Madani, A., Anghileri, L., Heydenreich, M., Möller, H. M., & Pieber, B. (2022). Benzylic fluorination induced by a charge-transfer complex with a solvent-dependent selectivity switch. Organic Letters. American Chemical Society. https://doi.org/10.1021/acs.orglett.2c02050","ama":"Madani A, Anghileri L, Heydenreich M, Möller HM, Pieber B. Benzylic fluorination induced by a charge-transfer complex with a solvent-dependent selectivity switch. Organic Letters. 2022;24(29):5376–5380. doi:10.1021/acs.orglett.2c02050","chicago":"Madani, Amiera, Lucia Anghileri, Matthias Heydenreich, Heiko M. Möller, and Bartholomäus Pieber. “Benzylic Fluorination Induced by a Charge-Transfer Complex with a Solvent-Dependent Selectivity Switch.” Organic Letters. American Chemical Society, 2022. https://doi.org/10.1021/acs.orglett.2c02050.","mla":"Madani, Amiera, et al. “Benzylic Fluorination Induced by a Charge-Transfer Complex with a Solvent-Dependent Selectivity Switch.” Organic Letters, vol. 24, no. 29, American Chemical Society, 2022, pp. 5376–5380, doi:10.1021/acs.orglett.2c02050.","ista":"Madani A, Anghileri L, Heydenreich M, Möller HM, Pieber B. 2022. Benzylic fluorination induced by a charge-transfer complex with a solvent-dependent selectivity switch. Organic Letters. 24(29), 5376–5380.","ieee":"A. Madani, L. Anghileri, M. Heydenreich, H. M. Möller, and B. Pieber, “Benzylic fluorination induced by a charge-transfer complex with a solvent-dependent selectivity switch,” Organic Letters, vol. 24, no. 29. American Chemical Society, pp. 5376–5380, 2022."},"status":"public","author":[{"first_name":"Amiera","last_name":"Madani","full_name":"Madani, Amiera"},{"full_name":"Anghileri, Lucia","last_name":"Anghileri","first_name":"Lucia"},{"last_name":"Heydenreich","first_name":"Matthias","full_name":"Heydenreich, Matthias"},{"first_name":"Heiko M.","last_name":"Möller","full_name":"Möller, Heiko M."},{"full_name":"Pieber, Bartholomäus","first_name":"Bartholomäus","last_name":"Pieber","orcid":"0000-0001-8689-388X","id":"93e5e5b2-0da6-11ed-8a41-af589a024726"}],"main_file_link":[{"url":"https://doi.org/10.26434/chemrxiv-2022-mstv5","open_access":"1"}],"publication_status":"published","_id":"12067","date_created":"2022-09-08T11:34:30Z","extern":"1","language":[{"iso":"eng"}],"issue":"29"}