{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,29]],"date-time":"2026-09-29T11:11:08Z","timestamp":1790680268320,"version":"4.1.0"},"reference-count":65,"publisher":"Wiley","issue":"56","license":[{"start":{"date-parts":[[2023,9,5]],"date-time":"2023-09-05T00:00:00Z","timestamp":1693872000000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/creativecommons.org\/licenses\/by-nc-nd\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100001665","name":"Agence Nationale de la Recherche","doi-asserted-by":"publisher","award":["ANR-18-CE07-0010"],"award-info":[{"award-number":["ANR-18-CE07-0010"]}],"id":[{"id":"10.13039\/501100001665","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["chemistry-europe.onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Chemistry A European J"],"published-print":{"date-parts":[[2023,10,9]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:p>Amine derivatives, including aniline and allylic amines, can be formed in a single\u2010step process from benzene and an ammonia plasma in a microreactor. Different process parameters such as temperature, residence time, and plasma power were evaluated to improve the reaction yield and its selectivity toward aminated products and avoid hydrogenated or oligomerized products. In parallel, simulation studies of the process have been carried out to propose a global mechanism and gain a better understanding of the influence of the different process parameters. The exploration of diverse related alkenes showed that the double bonds, conjugation, and aromatization influenced the amination mechanism. Benzene was the best reactant for amination based on the lifetime of radical intermediates. Under optimized conditions, benzene was aminated in the absence of catalyst with a yield of 3.8\u2009% and a selectivity of 49\u2009% in various amino compounds.<\/jats:p>","DOI":"10.1002\/chem.202301666","type":"journal-article","created":{"date-parts":[[2023,7,11]],"date-time":"2023-07-11T05:11:24Z","timestamp":1689052284000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":14,"title":["Direct Amination of Benzene with Ammonia by Flow Plasma Chemistry"],"prefix":"10.1002","volume":"29","author":[{"given":"Victor","family":"Dupont","sequence":"first","affiliation":[{"name":"Institut de Recherche de Chimie Paris UMR 8247 2PM group Chimie ParisTech-PSL PSL Universit\u00e9 Paris, CNRS  11 rue Pierre et Marie Curie 75005 Paris France"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"St\u00e9phanie","family":"Ognier","sequence":"additional","affiliation":[{"name":"Institut de Recherche de Chimie Paris UMR 8247 2PM group Chimie ParisTech-PSL PSL Universit\u00e9 Paris, CNRS  11 rue Pierre et Marie Curie 75005 Paris France"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-9832-5302","authenticated-orcid":false,"given":"Gabriel","family":"Morand","sequence":"additional","affiliation":[{"name":"Institut de Recherche de Chimie Paris UMR 8247 2PM group Chimie ParisTech-PSL PSL Universit\u00e9 Paris, CNRS  11 rue Pierre et Marie Curie 75005 Paris France"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-2416-4467","authenticated-orcid":false,"given":"Cyril","family":"Ollivier","sequence":"additional","affiliation":[{"name":"Institut Parisien de Chimie Mol\u00e9culaire UMR 8232 MACO group Sorbonne Universit\u00e9  CNRS 4 place Jussieu 75005 Paris France"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-0001-7120","authenticated-orcid":false,"given":"Louis","family":"Fensterbank","sequence":"additional","affiliation":[{"name":"Institut Parisien de Chimie Mol\u00e9culaire UMR 8232 MACO group Sorbonne Universit\u00e9  CNRS 4 place Jussieu 75005 Paris France"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-1829-3249","authenticated-orcid":false,"given":"Michael","family":"Tatoulian","sequence":"additional","affiliation":[{"name":"Institut de Recherche de Chimie Paris UMR 8247 2PM group Chimie ParisTech-PSL PSL Universit\u00e9 Paris, CNRS  11 rue Pierre et Marie Curie 75005 Paris France"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2023,9,5]]},"reference":[{"key":"e_1_2_9_1_1","unstructured":"T. Kahl K.-W. Schr\u00f6der F.\u2005R. Lawrence W.\u2005J. Marshall H. H\u00f6ke R. J\u00e4ckh Encyclopedia of industrial chemistry Section 7: Aniline 2005 p. 3\u20136."},{"key":"e_1_2_9_2_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202203680"},{"key":"e_1_2_9_3_1","doi-asserted-by":"publisher","DOI":"10.1039\/D1RE00407G"},{"key":"e_1_2_9_4_1","unstructured":"\u00a0"},{"key":"e_1_2_9_5_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.ces.2019.115275"},{"key":"e_1_2_9_6_2","doi-asserted-by":"publisher","DOI":"10.1007\/s00214-011-0940-x"},{"key":"e_1_2_9_7_1","doi-asserted-by":"publisher","DOI":"10.1039\/B918763B"},{"key":"e_1_2_9_8_1","doi-asserted-by":"crossref","first-page":"9","DOI":"10.1017\/CBO9780511546075","volume-title":"Plasma Chemistry","author":"Fridman A.","year":"2008"},{"key":"e_1_2_9_9_1","doi-asserted-by":"publisher","DOI":"10.1351\/pac197439030395"},{"key":"e_1_2_9_10_1","unstructured":"\u00a0"},{"key":"e_1_2_9_11_2","doi-asserted-by":"publisher","DOI":"10.3390\/pr9112069"},{"key":"e_1_2_9_12_2","volume":"13","author":"Jang H. J.","year":"2021","journal-title":"Polymer"},{"key":"e_1_2_9_13_2","doi-asserted-by":"publisher","DOI":"10.1088\/1361-6463\/ac4539"},{"key":"e_1_2_9_14_1","unstructured":"\u00a0"},{"key":"e_1_2_9_15_2","doi-asserted-by":"publisher","DOI":"10.1109\/TPS.2011.2180028"},{"key":"e_1_2_9_16_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.jhazmat.2021.127390"},{"key":"e_1_2_9_17_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.scitotenv.2022.161194"},{"key":"e_1_2_9_18_2","doi-asserted-by":"publisher","DOI":"10.1021\/ie403772t"},{"key":"e_1_2_9_19_2","doi-asserted-by":"publisher","DOI":"10.1007\/s11090-019-09970-z"},{"key":"e_1_2_9_20_1","unstructured":"\u00a0"},{"key":"e_1_2_9_21_2","doi-asserted-by":"publisher","DOI":"10.1088\/0022-3727\/46\/30\/305201"},{"key":"e_1_2_9_22_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.jclepro.2022.130447"},{"key":"e_1_2_9_23_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.apcatb.2021.120233"},{"key":"e_1_2_9_24_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.ijhydene.2022.05.272"},{"key":"e_1_2_9_25_1","unstructured":"\u00a0"},{"key":"e_1_2_9_26_2","doi-asserted-by":"publisher","DOI":"10.1088\/1361-6463\/ab9048"},{"key":"e_1_2_9_27_2","doi-asserted-by":"publisher","DOI":"10.1039\/D2SC01684B"},{"key":"e_1_2_9_28_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.cej.2021.129355"},{"key":"e_1_2_9_29_2","doi-asserted-by":"publisher","DOI":"10.1039\/D0RE00116C"},{"key":"e_1_2_9_30_1","unstructured":"\u00a0"},{"key":"e_1_2_9_31_2","doi-asserted-by":"publisher","DOI":"10.1021\/jp062406p"},{"key":"e_1_2_9_32_2","doi-asserted-by":"publisher","DOI":"10.1007\/BF01015871"},{"key":"e_1_2_9_33_1","unstructured":"\u00a0"},{"key":"e_1_2_9_34_2","doi-asserted-by":"publisher","DOI":"10.1021\/cm060066e"},{"key":"e_1_2_9_35_2","doi-asserted-by":"publisher","DOI":"10.1351\/pac199971101829"},{"key":"e_1_2_9_36_1","doi-asserted-by":"publisher","DOI":"10.1088\/0963-0252\/25\/5\/053002"},{"key":"e_1_2_9_37_1","doi-asserted-by":"publisher","DOI":"10.1039\/D1RE00464F"},{"key":"e_1_2_9_38_1","doi-asserted-by":"publisher","DOI":"10.1039\/C8RE00122G"},{"key":"e_1_2_9_39_1","unstructured":"\u00a0"},{"key":"e_1_2_9_40_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.cej.2021.129355"},{"key":"e_1_2_9_41_2","doi-asserted-by":"publisher","DOI":"10.1515\/gps-2022-0092"},{"key":"e_1_2_9_42_1","unstructured":"J. Wengler S. Al\u2005Ayoubi S. Ognier M. Tatoulian Pattent number: EP 3 533 519A1."},{"key":"e_1_2_9_43_1","doi-asserted-by":"publisher","DOI":"10.1039\/D2CC01940J"},{"key":"e_1_2_9_44_1","doi-asserted-by":"publisher","DOI":"10.1039\/D0RE00289E"},{"key":"e_1_2_9_45_1","doi-asserted-by":"publisher","DOI":"10.1007\/s11090-020-10140-9"},{"key":"e_1_2_9_46_1","unstructured":"M.-P. Bergougnan 1983 Universite Pierre et Marie Curie-Paris 6 Etudes des m\u00e9canismes r\u00e9actionnels de nitruration dans un r\u00e9acteur chimique \u00e0 plasma inductif basse pression. Application aux modifications physico-chimiques de la surface des m\u00e9taux de transition et du silicium p. 69\u201370."},{"key":"e_1_2_9_47_1","doi-asserted-by":"publisher","DOI":"10.1002\/ppap.201700105"},{"key":"e_1_2_9_48_1","doi-asserted-by":"publisher","DOI":"10.1002\/ppap.201200060"},{"key":"e_1_2_9_49_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.ces.2022.118097"},{"key":"e_1_2_9_50_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.diamond.2014.10.014"},{"key":"e_1_2_9_51_1","first-page":"164","author":"Lepoetre A.","year":"2019","journal-title":"ENSCP"},{"key":"e_1_2_9_52_1","unstructured":"National Institute of Standards and Technology \u201cNIST chemical kinetics data base\u201d can be found underhttps:\/\/kinetics.nist.gov\/kinetics\/index.jsp."},{"key":"e_1_2_9_53_1","doi-asserted-by":"crossref","unstructured":"C.\u2005B. Willingham W.\u2005J. Taylor J.\u2005M. Pignocco F.\u2005D. Rossini Vapor pressures and boiling points of some paraffin alkylcyclopentane alkylcyclohexane and alkylbenzene hydrocarbons Part of Journal of Research of the National Bureau of Standards Volume 35 September 1945.","DOI":"10.6028\/jres.035.009"},{"key":"e_1_2_9_54_1","doi-asserted-by":"publisher","DOI":"10.1021\/je60059a008"},{"key":"e_1_2_9_55_1","doi-asserted-by":"publisher","DOI":"10.1021\/je60013a021"},{"key":"e_1_2_9_56_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.jct.2011.08.009"},{"key":"e_1_2_9_57_1","unstructured":"National Institute of Standards and Technology \u201cNIST WebBook\u201d can be found underhttps:\/\/webbook.nist.gov\/chemistry\/."},{"key":"e_1_2_9_58_1","unstructured":"\u00a0"},{"key":"e_1_2_9_59_2","doi-asserted-by":"publisher","DOI":"10.1021\/jp212280q"},{"key":"e_1_2_9_60_2","doi-asserted-by":"publisher","DOI":"10.1021\/jp9904318"},{"key":"e_1_2_9_61_2","doi-asserted-by":"publisher","DOI":"10.1021\/jp961569i"},{"key":"e_1_2_9_62_2","doi-asserted-by":"publisher","DOI":"10.1002\/bbpc.19750790209"},{"key":"e_1_2_9_63_2","doi-asserted-by":"publisher","DOI":"10.1007\/s00214-011-0940-x"},{"key":"e_1_2_9_64_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jpca.0c07133"},{"key":"e_1_2_9_65_2","doi-asserted-by":"publisher","DOI":"10.1063\/1.555908"}],"container-title":["Chemistry \u2013 A European Journal"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/chem.202301666","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,12]],"date-time":"2025-10-12T09:56:03Z","timestamp":1760262963000},"score":1,"resource":{"primary":{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/10.1002\/chem.202301666"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2023,9,5]]},"references-count":65,"journal-issue":{"issue":"56","published-print":{"date-parts":[[2023,10,9]]}},"alternative-id":["10.1002\/chem.202301666"],"URL":"https:\/\/doi.org\/10.1002\/chem.202301666","archive":["Portico"],"relation":{},"ISSN":["0947-6539","1521-3765"],"issn-type":[{"value":"0947-6539","type":"print"},{"value":"1521-3765","type":"electronic"}],"subject":[],"published":{"date-parts":[[2023,9,5]]},"assertion":[{"value":"2023-05-25","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2023-09-05","order":3,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}],"article-number":"e202301666"}}