{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,1]],"date-time":"2026-10-01T03:55:50Z","timestamp":1790826950189,"version":"4.1.0"},"reference-count":53,"publisher":"Wiley","license":[{"start":{"date-parts":[[2026,9,30]],"date-time":"2026-09-30T00:00:00Z","timestamp":1790726400000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/creativecommons.org\/licenses\/by-nc-nd\/4.0\/"},{"start":{"date-parts":[[2026,9,30]],"date-time":"2026-09-30T00:00:00Z","timestamp":1790726400000},"content-version":"tdm","delay-in-days":0,"URL":"http:\/\/doi.wiley.com\/10.1002\/tdm_license_1.1"}],"funder":[{"DOI":"10.13039\/501100003086","name":"Eusko Jaurlaritza","doi-asserted-by":"publisher","id":[{"id":"10.13039\/501100003086","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["chemistry-europe.onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Chemistry A European J"],"abstract":"<jats:title>ABSTRACT<\/jats:title>\n                  <jats:p>\n                    Selective benzylic oxidations of pillar[5]arene have been carried out to generate all the possible oxidized derivatives containing from one up to five carbonyl subunits. By using a mild oxidizing agent, namely DDQ, the conditions have been optimized to preferentially generate the monoketone derivative. The corresponding polyketones have been obtained by oxidation of the pillar[5]arene with SeO\n                    <jats:sub>2<\/jats:sub>\n                    under microwave irradiation. Six out of the seven oxidation products have been characterized by x\u2010ray crystal structure analysis. Effects resulting from the homo\u2010 and the cross\u2010conjugation within this series of compounds have been investigated and analyzed with the help of DFT calculations. Finally, binding studies have been also carried out with the pillar[5]arene and the pentaketone derivative in order to evaluate the effect of the C\u2550O subunits on the affinity of the macrocyclic system for guest molecules.\n                  <\/jats:p>","DOI":"10.1002\/chem.71754","type":"journal-article","created":{"date-parts":[[2026,10,1]],"date-time":"2026-10-01T03:16:38Z","timestamp":1790824598000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":0,"title":["Benzylic Oxidation of Pillar[5]Arene: From Homo\u2010 to Cross\u2010Conjugated Macrocyclic Systems"],"prefix":"10.1002","author":[{"ORCID":"https:\/\/orcid.org\/0009-0001-0547-8850","authenticated-orcid":false,"given":"Jorge Juan","family":"Marco\u2010Guimbao","sequence":"first","affiliation":[{"name":"Laboratoire de Chimie des Mat\u00e9riaux Mol\u00e9culaires Ecole Europ\u00e9enne de Chimie Polym\u00e8res et Mat\u00e9riaux Universit\u00e9 de Strasbourg et CNRS (UMR 7402 LIMA)  Strasbourg France"},{"name":"POLYMAT University of the Basque Country EHU  Donostia\u2013San Sebasti\u00e1n Spain"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-9193-2078","authenticated-orcid":false,"given":"Eric","family":"Meichsner","sequence":"additional","affiliation":[{"name":"Laboratoire de Chimie des Mat\u00e9riaux Mol\u00e9culaires Ecole Europ\u00e9enne de Chimie Polym\u00e8res et Mat\u00e9riaux Universit\u00e9 de Strasbourg et CNRS (UMR 7402 LIMA)  Strasbourg France"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0009-0006-4625-9810","authenticated-orcid":false,"given":"Unai","family":"Calvo","sequence":"additional","affiliation":[{"name":"Faculty of Chemistry University of the Basque Country EHU &amp; Donostia International Physics Center (DIPC)  Donostia\u2013San Sebasti\u00e1n Spain"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-2234-9767","authenticated-orcid":false,"given":"Michel","family":"Holler","sequence":"additional","affiliation":[{"name":"Laboratoire de Chimie des Mat\u00e9riaux Mol\u00e9culaires Ecole Europ\u00e9enne de Chimie Polym\u00e8res et Mat\u00e9riaux Universit\u00e9 de Strasbourg et CNRS (UMR 7402 LIMA)  Strasbourg France"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-9728-8626","authenticated-orcid":false,"given":"B\u00e9atrice","family":"Delavaux\u2010Nicot","sequence":"additional","affiliation":[{"name":"Universit\u00e9 de Toulouse CNRS LCC  Toulouse France"},{"name":"Laboratoire de Chimie de Coordination  Toulouse France"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-6342-0649","authenticated-orcid":false,"given":"Jon M.","family":"Matxain","sequence":"additional","affiliation":[{"name":"Faculty of Chemistry University of the Basque Country EHU &amp; Donostia International Physics Center (DIPC)  Donostia\u2013San Sebasti\u00e1n Spain"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-6948-8062","authenticated-orcid":false,"given":"Juan Luis","family":"Delgado","sequence":"additional","affiliation":[{"name":"POLYMAT University of the Basque Country EHU  Donostia\u2013San Sebasti\u00e1n Spain"},{"name":"Ikerbasque Basque Foundation for Science  Bilbao Spain"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-3333-9372","authenticated-orcid":false,"given":"Jean\u2010Fran\u00e7ois","family":"Nierengarten","sequence":"additional","affiliation":[{"name":"Laboratoire de Chimie des Mat\u00e9riaux Mol\u00e9culaires Ecole Europ\u00e9enne de Chimie Polym\u00e8res et Mat\u00e9riaux Universit\u00e9 de Strasbourg et CNRS (UMR 7402 LIMA)  Strasbourg France"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-0501-6768","authenticated-orcid":false,"given":"Iwona","family":"Nierengarten","sequence":"additional","affiliation":[{"name":"Laboratoire de Chimie des Mat\u00e9riaux Mol\u00e9culaires Ecole Europ\u00e9enne de Chimie Polym\u00e8res et Mat\u00e9riaux Universit\u00e9 de Strasbourg et CNRS (UMR 7402 LIMA)  Strasbourg France"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2026,9,30]]},"reference":[{"key":"e_1_2_7_2_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja711260m"},{"key":"e_1_2_7_3_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201805884"},{"key":"e_1_2_7_4_1","doi-asserted-by":"publisher","DOI":"10.1021\/ar500177d"},{"key":"e_1_2_7_5_1","doi-asserted-by":"publisher","DOI":"10.1002\/hlca.201800059"},{"key":"e_1_2_7_6_1","doi-asserted-by":"publisher","DOI":"10.1039\/C7CC08561C"},{"key":"e_1_2_7_7_1","doi-asserted-by":"publisher","DOI":"10.1039\/b907894k"},{"key":"e_1_2_7_8_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja3082523"},{"key":"e_1_2_7_9_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202302978"},{"key":"e_1_2_7_10_1","doi-asserted-by":"publisher","DOI":"10.1021\/acsami.3c16248"},{"key":"e_1_2_7_11_1","doi-asserted-by":"publisher","DOI":"10.1002\/chem.202203738"},{"key":"e_1_2_7_12_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200904765"},{"key":"e_1_2_7_13_1","doi-asserted-by":"publisher","DOI":"10.1039\/c2cc35498e"},{"key":"e_1_2_7_14_1","doi-asserted-by":"crossref","first-page":"896","DOI":"10.1055\/s-0032-1318390","article-title":"An Easy and Multigram\u2010Scale Synthesis of Pillar[5]Quinone by the Hypervalent Iodine Oxidation of 1,4\u2010Dimethoxypillar[5]Arene","volume":"45","author":"Shivarkumar K. I.","year":"2013","journal-title":"Synthesis"},{"key":"e_1_2_7_15_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202318268"},{"key":"e_1_2_7_16_1","doi-asserted-by":"publisher","DOI":"10.1021\/cr0505573"},{"key":"e_1_2_7_17_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201505017"},{"key":"e_1_2_7_18_1","doi-asserted-by":"publisher","DOI":"10.1039\/c2nj40021a"},{"key":"e_1_2_7_19_1","doi-asserted-by":"publisher","DOI":"10.1055\/s\u20102008\u20101032188"},{"key":"e_1_2_7_20_1","doi-asserted-by":"publisher","DOI":"10.1081\/SCC\u2010120015779"},{"key":"e_1_2_7_21_1","unstructured":"Deposition numbers CCDC 2476287 (for 1) CCDC 2476288 (for 2b) CCDC 2476290 (for 3a) CCDC 2476289 (for 3b) CCDC 2476291 (for 4) and CCDC 2476292 (for 5) 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."},{"key":"e_1_2_7_22_1","doi-asserted-by":"publisher","DOI":"10.1039\/c1cc14829j"},{"key":"e_1_2_7_23_1","doi-asserted-by":"publisher","DOI":"10.1039\/D0RA09307F"},{"key":"e_1_2_7_24_1","doi-asserted-by":"publisher","DOI":"10.1002\/chem.70740"},{"key":"e_1_2_7_25_1","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201705245"},{"key":"e_1_2_7_26_1","doi-asserted-by":"publisher","DOI":"10.1002\/ceur.202400115"},{"key":"e_1_2_7_27_1","doi-asserted-by":"publisher","DOI":"10.1002\/celc.202100257"},{"key":"e_1_2_7_28_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.comptc.2015.05.007"},{"key":"e_1_2_7_29_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.joc.1c01679"},{"key":"e_1_2_7_30_1","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201600688"},{"key":"e_1_2_7_31_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.macromol.7b02399"},{"key":"e_1_2_7_32_1","doi-asserted-by":"publisher","DOI":"10.1246\/cl.2011.96"},{"key":"e_1_2_7_33_1","doi-asserted-by":"publisher","DOI":"10.1002\/chem.202304131"},{"key":"e_1_2_7_34_1","doi-asserted-by":"publisher","DOI":"10.1002\/slct.201702541"},{"key":"e_1_2_7_35_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jpca.9b05563"},{"key":"e_1_2_7_36_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.joc.3c00472"},{"key":"e_1_2_7_37_1","doi-asserted-by":"publisher","DOI":"10.1006\/abio.1995.9984"},{"key":"e_1_2_7_38_1","doi-asserted-by":"publisher","DOI":"10.1007\/s00216\u2010003\u20102020\u20100"},{"key":"e_1_2_7_39_1","doi-asserted-by":"publisher","DOI":"10.1039\/B517914A"},{"key":"e_1_2_7_40_1","doi-asserted-by":"publisher","DOI":"10.1063\/1.464913"},{"key":"e_1_2_7_41_1","doi-asserted-by":"publisher","DOI":"10.1063\/1.3382344"},{"key":"e_1_2_7_42_1","doi-asserted-by":"publisher","DOI":"10.1063\/1.438955"},{"key":"e_1_2_7_43_1","doi-asserted-by":"publisher","DOI":"10.1016\/0009\u20102614(95)00541\u2010B"},{"key":"e_1_2_7_44_1","doi-asserted-by":"publisher","DOI":"10.1021\/jp9716997"},{"key":"e_1_2_7_45_1","doi-asserted-by":"publisher","DOI":"10.1063\/1.2173258"},{"key":"e_1_2_7_46_1","doi-asserted-by":"publisher","DOI":"10.1021\/cr00031a007"},{"key":"e_1_2_7_47_1","unstructured":"M. J.Frisch G.W.Trucks H.B.Schlegel et\u00a0al. Gaussian 16(Gaussian Inc. 2016) Revision C.01)."},{"key":"e_1_2_7_48_1","doi-asserted-by":"publisher","DOI":"10.1039\/b810189b"},{"key":"e_1_2_7_49_1","doi-asserted-by":"publisher","DOI":"10.1063\/1.1677527"},{"key":"e_1_2_7_50_1","doi-asserted-by":"publisher","DOI":"10.1002\/jcc.540040303"},{"key":"e_1_2_7_51_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja100936w"},{"key":"e_1_2_7_52_1","doi-asserted-by":"publisher","DOI":"10.1021\/ct100641a"},{"key":"e_1_2_7_53_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jctc.0c00063"},{"key":"e_1_2_7_54_1","doi-asserted-by":"publisher","DOI":"10.1016\/0263\u20107855(96)00018\u20105"}],"container-title":["Chemistry \u2013 A European Journal"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/chem.71754","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/full-xml\/10.1002\/chem.71754","content-type":"application\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/chem.71754","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2026,10,1]],"date-time":"2026-10-01T03:16:44Z","timestamp":1790824604000},"score":1,"resource":{"primary":{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/10.1002\/chem.71754"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2026,9,30]]},"references-count":53,"alternative-id":["10.1002\/chem.71754"],"URL":"https:\/\/doi.org\/10.1002\/chem.71754","archive":["Portico"],"relation":{},"ISSN":["0947-6539","1521-3765"],"issn-type":[{"value":"0947-6539","type":"print"},{"value":"1521-3765","type":"electronic"}],"subject":[],"published":{"date-parts":[[2026,9,30]]},"assertion":[{"value":"2026-08-25","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2026-09-22","order":2,"name":"accepted","label":"Accepted","group":{"name":"publication_history","label":"Publication History"}},{"value":"2026-09-30","order":3,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}],"article-number":"e71754"}}