{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,25]],"date-time":"2026-09-25T17:10:15Z","timestamp":1790356215777,"version":"4.1.0"},"reference-count":75,"publisher":"Wiley","issue":"12","license":[{"start":{"date-parts":[[2025,4,16]],"date-time":"2025-04-16T00:00:00Z","timestamp":1744761600000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100002347","name":"Bundesministerium f\u00fcr Bildung und Forschung","doi-asserted-by":"publisher","award":["FKZ 03ZU1205IA"],"award-info":[{"award-number":["FKZ 03ZU1205IA"]}],"id":[{"id":"10.13039\/501100002347","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100002347","name":"Bundesministerium f\u00fcr Bildung und Forschung","doi-asserted-by":"publisher","award":["FKZ 03ZU1205IB"],"award-info":[{"award-number":["FKZ 03ZU1205IB"]}],"id":[{"id":"10.13039\/501100002347","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["chemistry-europe.onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["ChemSusChem"],"published-print":{"date-parts":[[2025,6,17]]},"abstract":"<jats:p>\n                    A novel, electrochemical three\u2010component reaction for the synthesis of alkyl alkenesulfonates from cinnamic acids, SO\n                    <jats:sub>2<\/jats:sub>\n                    , and alkyl alcohols is reported. This metal\u2010free process employs inexpensive and readily available graphite electrodes in combination with easy\u2010to\u2010use stock solutions of SO\n                    <jats:sub>2<\/jats:sub>\n                    and enables a straightforward construction of the styrene sulfonate scaffold via a decarboxylative transformation. Mechanistic studies indicate a pseudo\u2010Kolbe type reaction. This novel reaction pathway enables a regioselective synthesis of alkenesulfonates from substituted cinnamic acids without double\u2010bond translocation. Gram\u2010scale and anolyte reusability experiments demonstrate the applicability of this process for the construction of alkenesulfonates from cinnamic acids as potential biogenic feedstock.\n                  <\/jats:p>","DOI":"10.1002\/cssc.202500186","type":"journal-article","created":{"date-parts":[[2025,3,11]],"date-time":"2025-03-11T08:02:21Z","timestamp":1741680141000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":7,"title":["Electrochemical Three\u2010component Synthesis of Alkenesulfonates from Cinnamic Acids, SO\n                    <sub>2<\/sub>\n                    , and Alcohols"],"prefix":"10.1002","volume":"18","author":[{"given":"Po\u2010Chung","family":"Chien","sequence":"first","affiliation":[{"name":"Department of Chemistry RPTU Kaiserslautern\u2010Landau  Erwin\u2010Schr\u00f6dinger\u2010Str. 54 D\u201067663 Kaiserslautern Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Florian A.","family":"Breitschaft","sequence":"additional","affiliation":[{"name":"Department of Electrosynthesis Max Planck Institute for Chemical Energy Conversion  Stiftstra\u00dfe 34\u201336 45470 M\u00fclheim an der Ruhr Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Harald","family":"Kelm","sequence":"additional","affiliation":[{"name":"Department of Chemistry RPTU Kaiserslautern\u2010Landau  Erwin\u2010Schr\u00f6dinger\u2010Str. 54 D\u201067663 Kaiserslautern Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Siegfried R.","family":"Waldvogel","sequence":"additional","affiliation":[{"name":"Department of Electrosynthesis Max Planck Institute for Chemical Energy Conversion  Stiftstra\u00dfe 34\u201336 45470 M\u00fclheim an der Ruhr Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-4013-5757","authenticated-orcid":false,"given":"Georg","family":"Manolikakes","sequence":"additional","affiliation":[{"name":"Department of Chemistry RPTU Kaiserslautern\u2010Landau  Erwin\u2010Schr\u00f6dinger\u2010Str. 54 D\u201067663 Kaiserslautern Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2025,4,16]]},"reference":[{"key":"e_1_2_8_2_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.est.9b07696"},{"key":"e_1_2_8_3_1","first-page":"73","volume-title":"Ullmann's Encyclopedia of Industrial Chemistry","author":"M\u00fcller H.","year":"2012"},{"key":"e_1_2_8_4_1","doi-asserted-by":"publisher","DOI":"10.1021\/ar700096h"},{"key":"e_1_2_8_5_1","doi-asserted-by":"publisher","DOI":"10.1039\/C4OB02139H"},{"key":"e_1_2_8_6_1","doi-asserted-by":"publisher","DOI":"10.1055\/s-0035-1560444"},{"key":"e_1_2_8_7_1","doi-asserted-by":"publisher","DOI":"10.1021\/ol201957n"},{"key":"e_1_2_8_8_1","doi-asserted-by":"publisher","DOI":"10.1055\/s-0040-1719864"},{"key":"e_1_2_8_9_1","doi-asserted-by":"publisher","DOI":"10.1039\/c3ob40997j"},{"key":"e_1_2_8_10_1","doi-asserted-by":"publisher","DOI":"10.1002\/ajoc.201500103"},{"key":"e_1_2_8_11_1","doi-asserted-by":"publisher","DOI":"10.1039\/D0CC01775B"},{"key":"e_1_2_8_12_1","doi-asserted-by":"publisher","DOI":"10.1002\/cssc.202101635"},{"key":"e_1_2_8_13_1","doi-asserted-by":"publisher","DOI":"10.1039\/C7QO01073G"},{"key":"e_1_2_8_14_1","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201705470"},{"key":"e_1_2_8_15_1","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.201900396"},{"key":"e_1_2_8_16_1","doi-asserted-by":"publisher","DOI":"10.1039\/D1CC03018C"},{"key":"e_1_2_8_17_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201712732"},{"key":"e_1_2_8_18_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemrev.7b00397"},{"key":"e_1_2_8_19_1","doi-asserted-by":"publisher","DOI":"10.1039\/D0SC01848A"},{"key":"e_1_2_8_20_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemrev.8b00197"},{"key":"e_1_2_8_21_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.chempr.2020.08.025"},{"key":"e_1_2_8_22_1","doi-asserted-by":"publisher","DOI":"10.1002\/chem.202001180"},{"key":"e_1_2_8_23_1","doi-asserted-by":"publisher","DOI":"10.1039\/D2SC04027A"},{"key":"e_1_2_8_24_1","doi-asserted-by":"publisher","DOI":"10.1039\/D2GC01909D"},{"key":"e_1_2_8_25_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202016164"},{"key":"e_1_2_8_26_1","doi-asserted-by":"publisher","DOI":"10.1002\/celc.202300456"},{"key":"e_1_2_8_27_1","doi-asserted-by":"publisher","DOI":"10.1002\/celc.202400360"},{"key":"e_1_2_8_28_1","doi-asserted-by":"publisher","DOI":"10.1039\/D1CC01428E"},{"key":"e_1_2_8_29_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja981792o"},{"key":"e_1_2_8_30_1","doi-asserted-by":"publisher","DOI":"10.1021\/ol034555l"},{"key":"e_1_2_8_31_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmcl.2017.03.060"},{"key":"e_1_2_8_32_1","doi-asserted-by":"publisher","DOI":"10.1021\/acsmedchemlett.9b00163"},{"key":"e_1_2_8_33_1","doi-asserted-by":"publisher","DOI":"10.1021\/ma100905w"},{"key":"e_1_2_8_34_1","doi-asserted-by":"publisher","DOI":"10.1023\/B:JMSM.0000011817.47636.59"},{"key":"e_1_2_8_35_1","doi-asserted-by":"publisher","DOI":"10.3390\/molecules26185592"},{"key":"e_1_2_8_36_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja01187a037"},{"key":"e_1_2_8_37_1","doi-asserted-by":"publisher","DOI":"10.1002\/prac.19660330316"},{"key":"e_1_2_8_38_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja01205a501"},{"key":"e_1_2_8_39_1","doi-asserted-by":"publisher","DOI":"10.1039\/j39680000992"},{"key":"e_1_2_8_40_1","first-page":"3495","volume":"20","author":"Battace A.","year":"2006","journal-title":"Synthesis"},{"key":"e_1_2_8_41_1","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.201600469"},{"key":"e_1_2_8_42_1","doi-asserted-by":"publisher","DOI":"10.1039\/C8CS00960K"},{"key":"e_1_2_8_43_1","doi-asserted-by":"publisher","DOI":"10.1002\/chem.202400557"},{"key":"e_1_2_8_44_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.joc.4c02270"},{"key":"e_1_2_8_45_1","doi-asserted-by":"publisher","DOI":"10.1002\/cjoc.202400962"},{"key":"e_1_2_8_46_1","doi-asserted-by":"publisher","DOI":"10.1039\/c1cs15093f"},{"key":"e_1_2_8_47_1","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201604496"},{"key":"e_1_2_8_48_1","doi-asserted-by":"publisher","DOI":"10.1002\/chem.202001764"},{"key":"e_1_2_8_49_1","doi-asserted-by":"publisher","DOI":"10.1039\/D1SC01389K"},{"key":"e_1_2_8_50_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.4c00410"},{"key":"e_1_2_8_51_1","doi-asserted-by":"publisher","DOI":"10.1002\/cjoc.202000326"},{"key":"e_1_2_8_52_1","doi-asserted-by":"publisher","DOI":"10.1039\/C5OB00727E"},{"key":"e_1_2_8_53_1","doi-asserted-by":"publisher","DOI":"10.1039\/C5RA10896A"},{"key":"e_1_2_8_54_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.5b01037"},{"key":"e_1_2_8_55_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.6b01353"},{"key":"e_1_2_8_56_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.joc.6b00661"},{"key":"e_1_2_8_57_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.joc.7b01741"},{"key":"e_1_2_8_58_1","doi-asserted-by":"publisher","DOI":"10.3389\/fbioe.2015.00116"},{"key":"e_1_2_8_59_1","doi-asserted-by":"publisher","DOI":"10.1002\/cssc.202002141"},{"key":"e_1_2_8_60_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202204140"},{"key":"e_1_2_8_61_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.accounts.9b00511"},{"key":"e_1_2_8_62_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemrev.8b00233"},{"key":"e_1_2_8_63_1","unstructured":"Configuration of the double bond could be assigned via the3J coupling constants of the olefinic protons. Assignment using vincinal coupling constants was verified by single crystal X\u2010Ray diffraction of side product10o(see Supporting Information for more details). Deposition Numbers CCDC 2381294 contain the supplementary crystallographic data for this paper. These data are provided free of charge by the joint. Cambridge Crystallographic Data Centre and Fachinformationszentrum Karlsruhe Access Structures service www.ccdc.cam.ac.uk\/structures. Configurations of all other compounds were assigned by analogy based on1H and13C NMR spectroscopy."},{"key":"e_1_2_8_64_1","doi-asserted-by":"publisher","DOI":"10.1016\/0013-4686(72)85050-3"},{"key":"e_1_2_8_65_1","doi-asserted-by":"publisher","DOI":"10.1002\/bbpc.19740781216"},{"key":"e_1_2_8_66_1","doi-asserted-by":"publisher","DOI":"10.1557\/mre.2020.42"},{"key":"e_1_2_8_67_1","doi-asserted-by":"publisher","DOI":"10.1039\/p29740001064"},{"key":"e_1_2_8_68_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.jelechem.2012.03.001"},{"key":"e_1_2_8_69_1","doi-asserted-by":"publisher","DOI":"10.1002\/cssc.201300773"},{"key":"e_1_2_8_70_1","doi-asserted-by":"publisher","DOI":"10.1039\/c1ra00154j"},{"key":"e_1_2_8_71_1","doi-asserted-by":"publisher","DOI":"10.1002\/chem.200802602"},{"key":"e_1_2_8_72_1","doi-asserted-by":"publisher","DOI":"10.1039\/C39940002695"},{"key":"e_1_2_8_73_1","doi-asserted-by":"publisher","DOI":"10.1039\/D0SC02417A"},{"key":"e_1_2_8_74_1","doi-asserted-by":"publisher","DOI":"10.1002\/celc.201801880"},{"key":"e_1_2_8_75_1","doi-asserted-by":"publisher","DOI":"10.14272\/collection\/PCC_2024\u201007\u201025"},{"key":"e_1_2_8_76_1","doi-asserted-by":"publisher","DOI":"10.26434\/chemrxiv\u20102024\u20107h1sm"}],"container-title":["ChemSusChem"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/cssc.202500186","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,13]],"date-time":"2025-10-13T22:42:57Z","timestamp":1760395377000},"score":1,"resource":{"primary":{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/10.1002\/cssc.202500186"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2025,4,16]]},"references-count":75,"journal-issue":{"issue":"12","published-print":{"date-parts":[[2025,6,17]]}},"alternative-id":["10.1002\/cssc.202500186"],"URL":"https:\/\/doi.org\/10.1002\/cssc.202500186","archive":["Portico"],"relation":{"has-preprint":[{"id-type":"doi","id":"10.26434\/chemrxiv-2024-7h1sm","asserted-by":"object"}]},"ISSN":["1864-5631","1864-564X"],"issn-type":[{"value":"1864-5631","type":"print"},{"value":"1864-564X","type":"electronic"}],"subject":[],"published":{"date-parts":[[2025,4,16]]},"assertion":[{"value":"2025-01-27","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2025-04-16","order":3,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}],"article-number":"e202500186"}}