{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,7,30]],"date-time":"2025-07-30T07:54:08Z","timestamp":1753862048264,"version":"3.41.2"},"reference-count":105,"publisher":"Wiley","issue":"5","license":[{"start":{"date-parts":[[2022,12,27]],"date-time":"2022-12-27T00:00:00Z","timestamp":1672099200000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/creativecommons.org\/licenses\/by-nc\/4.0\/"}],"content-domain":{"domain":["onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Angewandte Chemie"],"published-print":{"date-parts":[[2023,1,26]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>Organic cages have gained increasing attention in recent years as molecular hosts and porous materials. Among these, barrel\u2010shaped cages or molecular nanobarrels are promising systems to encapsulate large hosts as they possess windows of the same size as their internal cavity. However, these systems have received little attention and remain practically unexplored despite their potential. Herein, we report the design and synthesis of a new trigonal prismatic organic nanobarrel with two large triangular windows with a diameter of 12.7\u2005\u00c5 optimal for the encapsulation of C<jats:sub>60<\/jats:sub>. Remarkably, this organic nanobarrel shows a high affinity for C<jats:sub>60<\/jats:sub>in solvents in which C<jats:sub>60<\/jats:sub>is virtually insoluble, providing stable solutions of C<jats:sub>60<\/jats:sub>.<\/jats:p>","DOI":"10.1002\/ange.202216540","type":"journal-article","created":{"date-parts":[[2022,12,5]],"date-time":"2022-12-05T16:00:40Z","timestamp":1670256040000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":0,"title":["An Organic Molecular Nanobarrel that Hosts and Solubilizes C<sub>60<\/sub>"],"prefix":"10.1002","volume":"135","author":[{"given":"Saibal","family":"Bera","sequence":"first","affiliation":[{"name":"POLYMAT University of the Basque Country UPV\/EHU Avenida de Tolosa 72 20018 Donostia-San Sebasti\u00e1n Spain"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-7383-5231","authenticated-orcid":false,"given":"Satyajit","family":"Das","sequence":"additional","affiliation":[{"name":"POLYMAT University of the Basque Country UPV\/EHU Avenida de Tolosa 72 20018 Donostia-San Sebasti\u00e1n Spain"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-1929-0477","authenticated-orcid":false,"given":"Manuel","family":"Melle\u2010Franco","sequence":"additional","affiliation":[{"name":"CICECO\u2014Aveiro Institute of Materials Department of Chemistry University of Aveiro 3810-193 Aveiro Portugal"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-5316-2594","authenticated-orcid":false,"given":"Aurelio","family":"Mateo\u2010Alonso","sequence":"additional","affiliation":[{"name":"POLYMAT University of the Basque Country UPV\/EHU Avenida de Tolosa 72 20018 Donostia-San Sebasti\u00e1n Spain"},{"name":"Ikerbasque Basque Foundation for Science 48009 Bilbao Spain"}]}],"member":"311","published-online":{"date-parts":[[2022,12,27]]},"reference":[{"doi-asserted-by":"publisher","key":"e_1_2_7_1_1","DOI":"10.1002\/9781119075738"},{"unstructured":"\u00a0","key":"e_1_2_7_2_1"},{"doi-asserted-by":"publisher","key":"e_1_2_7_3_2","DOI":"10.1021\/acs.chemrev.2c00198"},{"doi-asserted-by":"publisher","key":"e_1_2_7_4_2","DOI":"10.1021\/acs.chemmater.6b02903"},{"doi-asserted-by":"publisher","key":"e_1_2_7_5_2","DOI":"10.1039\/C7NR00703E"},{"doi-asserted-by":"publisher","key":"e_1_2_7_6_2","DOI":"10.1038\/natrevmats.2016.53"},{"doi-asserted-by":"publisher","key":"e_1_2_7_7_2","DOI":"10.1039\/C3CS60358J"},{"unstructured":"\u00a0","key":"e_1_2_7_8_1"},{"doi-asserted-by":"publisher","key":"e_1_2_7_9_2","DOI":"10.1002\/anie.200805340"},{"doi-asserted-by":"publisher","key":"e_1_2_7_9_3","DOI":"10.1002\/ange.200805340"},{"doi-asserted-by":"publisher","key":"e_1_2_7_10_2","DOI":"10.1002\/adma.202202290"},{"doi-asserted-by":"publisher","key":"e_1_2_7_11_1","DOI":"10.1038\/nchem.1618"},{"unstructured":"\u00a0","key":"e_1_2_7_12_1"},{"doi-asserted-by":"publisher","key":"e_1_2_7_13_2","DOI":"10.1038\/nchem.1550"},{"doi-asserted-by":"publisher","key":"e_1_2_7_14_2","DOI":"10.1021\/acs.chemmater.5b01112"},{"doi-asserted-by":"publisher","key":"e_1_2_7_15_2","DOI":"10.1038\/nmat4035"},{"doi-asserted-by":"publisher","key":"e_1_2_7_16_2","DOI":"10.1021\/jacs.5b11797"},{"unstructured":"\u00a0","key":"e_1_2_7_17_1"},{"doi-asserted-by":"publisher","key":"e_1_2_7_18_2","DOI":"10.1002\/adma.201202786"},{"doi-asserted-by":"publisher","key":"e_1_2_7_19_2","DOI":"10.1039\/C4CC06225F"},{"unstructured":"\u00a0","key":"e_1_2_7_20_1"},{"doi-asserted-by":"publisher","key":"e_1_2_7_21_2","DOI":"10.1021\/ja107814s"},{"doi-asserted-by":"publisher","key":"e_1_2_7_22_2","DOI":"10.1038\/nchem.2663"},{"doi-asserted-by":"publisher","key":"e_1_2_7_23_2","DOI":"10.1002\/anie.201908703"},{"doi-asserted-by":"publisher","key":"e_1_2_7_23_3","DOI":"10.1002\/ange.201908703"},{"doi-asserted-by":"publisher","key":"e_1_2_7_24_2","DOI":"10.1002\/chem.202003390"},{"doi-asserted-by":"publisher","key":"e_1_2_7_25_2","DOI":"10.1002\/anie.202201327"},{"key":"e_1_2_7_25_3","doi-asserted-by":"crossref","first-page":"e202201327","DOI":"10.1002\/ange.202201327","volume":"134","year":"2022","journal-title":"Angew. Chem."},{"doi-asserted-by":"publisher","key":"e_1_2_7_26_2","DOI":"10.1021\/jacs.2c03959"},{"unstructured":"\u00a0","key":"e_1_2_7_27_1"},{"doi-asserted-by":"publisher","key":"e_1_2_7_28_2","DOI":"10.1021\/jacs.5b08008"},{"doi-asserted-by":"publisher","key":"e_1_2_7_29_2","DOI":"10.1002\/chem.201702263"},{"doi-asserted-by":"publisher","key":"e_1_2_7_30_2","DOI":"10.1021\/acs.inorgchem.7b01967"},{"doi-asserted-by":"publisher","key":"e_1_2_7_31_2","DOI":"10.1021\/jacs.7b04861"},{"doi-asserted-by":"publisher","key":"e_1_2_7_32_2","DOI":"10.1021\/jacs.8b03946"},{"doi-asserted-by":"publisher","key":"e_1_2_7_33_2","DOI":"10.1021\/jacs.9b03924"},{"doi-asserted-by":"publisher","key":"e_1_2_7_34_2","DOI":"10.1002\/anie.202103822"},{"doi-asserted-by":"publisher","key":"e_1_2_7_34_3","DOI":"10.1002\/ange.202103822"},{"unstructured":"\u00a0","key":"e_1_2_7_35_1"},{"doi-asserted-by":"publisher","key":"e_1_2_7_36_2","DOI":"10.1039\/B614883M"},{"doi-asserted-by":"publisher","key":"e_1_2_7_37_2","DOI":"10.1002\/anie.200702725"},{"doi-asserted-by":"publisher","key":"e_1_2_7_37_3","DOI":"10.1002\/ange.200702725"},{"doi-asserted-by":"publisher","key":"e_1_2_7_38_2","DOI":"10.1039\/c0cc03724a"},{"doi-asserted-by":"publisher","key":"e_1_2_7_39_2","DOI":"10.1039\/b802589b"},{"doi-asserted-by":"publisher","key":"e_1_2_7_40_2","DOI":"10.1351\/PAC-CON-09-09-27"},{"doi-asserted-by":"publisher","key":"e_1_2_7_41_2","DOI":"10.1002\/anie.201101297"},{"doi-asserted-by":"publisher","key":"e_1_2_7_41_3","DOI":"10.1002\/ange.201101297"},{"doi-asserted-by":"publisher","key":"e_1_2_7_42_2","DOI":"10.1039\/C5CS00315F"},{"doi-asserted-by":"publisher","key":"e_1_2_7_43_2","DOI":"10.1021\/acs.accounts.0c00312"},{"doi-asserted-by":"publisher","key":"e_1_2_7_44_2","DOI":"10.1021\/ar040287v"},{"doi-asserted-by":"publisher","key":"e_1_2_7_45_2","DOI":"10.1021\/acs.accounts.7b00078"},{"doi-asserted-by":"publisher","key":"e_1_2_7_46_2","DOI":"10.1039\/D1CS00478F"},{"key":"e_1_2_7_47_2","doi-asserted-by":"crossref","first-page":"375","DOI":"10.1002\/9783527650125.ch14","volume-title":"Supramolecular Chemistry of Fullerenes and Carbon Nanotubes","author":"P\u00e9rez E. M.","year":"2012"},{"unstructured":"\u00a0","key":"e_1_2_7_48_1"},{"doi-asserted-by":"publisher","key":"e_1_2_7_49_2","DOI":"10.1021\/ol800796h"},{"doi-asserted-by":"publisher","key":"e_1_2_7_50_2","DOI":"10.1021\/ja910836h"},{"doi-asserted-by":"publisher","key":"e_1_2_7_51_2","DOI":"10.1002\/anie.201100193"},{"doi-asserted-by":"publisher","key":"e_1_2_7_51_3","DOI":"10.1002\/ange.201100193"},{"doi-asserted-by":"publisher","key":"e_1_2_7_52_2","DOI":"10.1021\/ja404234n"},{"doi-asserted-by":"publisher","key":"e_1_2_7_53_2","DOI":"10.1021\/ja4083039"},{"doi-asserted-by":"publisher","key":"e_1_2_7_54_2","DOI":"10.1038\/ncomms6557"},{"doi-asserted-by":"publisher","key":"e_1_2_7_55_2","DOI":"10.1002\/anie.201311251"},{"doi-asserted-by":"publisher","key":"e_1_2_7_55_3","DOI":"10.1002\/ange.201311251"},{"doi-asserted-by":"publisher","key":"e_1_2_7_56_2","DOI":"10.1021\/ja507617h"},{"doi-asserted-by":"publisher","key":"e_1_2_7_57_2","DOI":"10.1002\/anie.201411985"},{"doi-asserted-by":"publisher","key":"e_1_2_7_57_3","DOI":"10.1002\/ange.201411985"},{"doi-asserted-by":"publisher","key":"e_1_2_7_58_2","DOI":"10.1021\/jacs.6b06710"},{"doi-asserted-by":"publisher","key":"e_1_2_7_59_2","DOI":"10.1021\/jacs.6b11523"},{"doi-asserted-by":"publisher","key":"e_1_2_7_60_2","DOI":"10.1021\/jacs.7b05788"},{"doi-asserted-by":"publisher","key":"e_1_2_7_61_2","DOI":"10.1002\/anie.201809167"},{"doi-asserted-by":"publisher","key":"e_1_2_7_61_3","DOI":"10.1002\/ange.201809167"},{"doi-asserted-by":"publisher","key":"e_1_2_7_62_2","DOI":"10.1002\/anie.201806140"},{"doi-asserted-by":"publisher","key":"e_1_2_7_62_3","DOI":"10.1002\/ange.201806140"},{"doi-asserted-by":"publisher","key":"e_1_2_7_63_2","DOI":"10.1002\/chem.201803034"},{"doi-asserted-by":"publisher","key":"e_1_2_7_64_2","DOI":"10.1021\/jacs.9b02207"},{"doi-asserted-by":"publisher","key":"e_1_2_7_65_2","DOI":"10.1021\/jacs.9b00171"},{"doi-asserted-by":"publisher","key":"e_1_2_7_66_2","DOI":"10.1002\/anie.201901586"},{"doi-asserted-by":"publisher","key":"e_1_2_7_66_3","DOI":"10.1002\/ange.201901586"},{"doi-asserted-by":"publisher","key":"e_1_2_7_67_2","DOI":"10.1021\/acs.inorgchem.9b02097"},{"doi-asserted-by":"publisher","key":"e_1_2_7_68_2","DOI":"10.1016\/j.chempr.2019.10.010"},{"doi-asserted-by":"publisher","key":"e_1_2_7_69_2","DOI":"10.1021\/jacs.0c06623"},{"doi-asserted-by":"publisher","key":"e_1_2_7_70_2","DOI":"10.1021\/jacs.0c07591"},{"doi-asserted-by":"publisher","key":"e_1_2_7_71_2","DOI":"10.1021\/jacs.1c02860"},{"doi-asserted-by":"publisher","key":"e_1_2_7_72_2","DOI":"10.1038\/s41557-021-00658-6"},{"doi-asserted-by":"publisher","key":"e_1_2_7_73_2","DOI":"10.1039\/D2SC01931K"},{"unstructured":"\u00a0","key":"e_1_2_7_74_1"},{"doi-asserted-by":"publisher","key":"e_1_2_7_75_2","DOI":"10.1021\/ja210418t"},{"doi-asserted-by":"publisher","key":"e_1_2_7_76_2","DOI":"10.1021\/jacs.8b08555"},{"doi-asserted-by":"publisher","key":"e_1_2_7_77_2","DOI":"10.1002\/anie.201804031"},{"doi-asserted-by":"publisher","key":"e_1_2_7_77_3","DOI":"10.1002\/ange.201804031"},{"doi-asserted-by":"publisher","key":"e_1_2_7_78_2","DOI":"10.1039\/D0SC03131C"},{"doi-asserted-by":"publisher","key":"e_1_2_7_79_2","DOI":"10.1021\/jacs.0c04876"},{"doi-asserted-by":"publisher","key":"e_1_2_7_80_2","DOI":"10.1039\/D2SC00445C"},{"unstructured":"\u00a0","key":"e_1_2_7_81_1"},{"doi-asserted-by":"publisher","key":"e_1_2_7_82_2","DOI":"10.1002\/cber.19931261126"},{"doi-asserted-by":"publisher","key":"e_1_2_7_83_2","DOI":"10.1039\/a606200h"},{"unstructured":"The behavior of nanobarrel1is fully reversible up to 343\u2005K. When heated above this temperature nanobarrel1hydrolizes into the precursors.","key":"e_1_2_7_84_1"},{"doi-asserted-by":"publisher","key":"e_1_2_7_85_1","DOI":"10.1021\/ja01176a030"},{"unstructured":"http:\/\/supramolecular.org.","key":"e_1_2_7_86_1"},{"doi-asserted-by":"publisher","key":"e_1_2_7_87_1","DOI":"10.1039\/C0CS00062K"},{"doi-asserted-by":"publisher","key":"e_1_2_7_88_1","DOI":"10.1021\/j100115a049"},{"unstructured":"\u00a0","key":"e_1_2_7_89_1"},{"doi-asserted-by":"publisher","key":"e_1_2_7_90_2","DOI":"10.1002\/anie.202112834"},{"key":"e_1_2_7_90_3","doi-asserted-by":"crossref","first-page":"e202112834","DOI":"10.1002\/ange.202112834","volume":"134","year":"2022","journal-title":"Angew. Chem."},{"doi-asserted-by":"publisher","key":"e_1_2_7_91_2","DOI":"10.1039\/D1SC06553J"}],"container-title":["Angewandte Chemie"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/ange.202216540","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/full-xml\/10.1002\/ange.202216540","content-type":"application\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/ange.202216540","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2023,12,2]],"date-time":"2023-12-02T14:06:17Z","timestamp":1701525977000},"score":1,"resource":{"primary":{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/10.1002\/ange.202216540"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2022,12,27]]},"references-count":105,"journal-issue":{"issue":"5","published-print":{"date-parts":[[2023,1,26]]}},"alternative-id":["10.1002\/ange.202216540"],"URL":"https:\/\/doi.org\/10.1002\/ange.202216540","archive":["Portico"],"relation":{},"ISSN":["0044-8249","1521-3757"],"issn-type":[{"type":"print","value":"0044-8249"},{"type":"electronic","value":"1521-3757"}],"subject":[],"published":{"date-parts":[[2022,12,27]]},"assertion":[{"value":"2022-11-09","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2022-12-27","order":2,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}],"article-number":"e202216540"}}