{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,7,30]],"date-time":"2025-07-30T09:55:20Z","timestamp":1753869320494,"version":"3.41.2"},"reference-count":31,"publisher":"Wiley","issue":"6-7","license":[{"start":{"date-parts":[[2024,1,9]],"date-time":"2024-01-09T00:00:00Z","timestamp":1704758400000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":["onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Israel Journal of Chemistry"],"published-print":{"date-parts":[[2024,7]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>Cucurbiturils are popular macrocyclic receptors that bind complementary guest molecules with high affinity in aqueous environments. They are recognized for their ability to selectively bind positively charged guest molecules, including ionizable ammonium cations which frequently display much higher affinity than their neutral counterparts. This selectivity for the protonated species is translated into an increase in the basicity of encapsulated guests (i.\u2009e. into complexation\u2010induced positive p<jats:italic>K<\/jats:italic><jats:sub>a<\/jats:sub> shifts). However, despite being very rare, negative p<jats:italic>K<\/jats:italic><jats:sub>a<\/jats:sub> shifts can be observed for specific guests. Following a previous work from our group reporting slightly negative p<jats:italic>K<\/jats:italic><jats:sub>a<\/jats:sub> shifts for flavylium and chalcone dyes featuring <jats:italic>N<\/jats:italic>\u2010diethylamino substituents (\u0394p<jats:italic>K<\/jats:italic><jats:sub>a<\/jats:sub>=\u2212 0.2), herein we report a systematic study on the complexation of <jats:italic>N<\/jats:italic>\u2010dialkylaminochalcones with CB7. The results show that the p<jats:italic>K<\/jats:italic><jats:sub>a<\/jats:sub> shifts of these host\u2010guest complexes can be rationally tuned by the nature of the <jats:italic>N<\/jats:italic>\u2010dialkylamino groups and as well by target substitutions on the skeleton of the dye, allowing the design of a CB7 1\u2009:\u20091 host\u2010guest complex with a \u0394p<jats:italic>K<\/jats:italic><jats:sub>a<\/jats:sub>=\u2212 0.6.<\/jats:p>","DOI":"10.1002\/ijch.202300143","type":"journal-article","created":{"date-parts":[[2024,1,10]],"date-time":"2024-01-10T04:45:37Z","timestamp":1704861937000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":1,"title":["Tuning the Sign and Magnitude of Complexation\u2010Induced p<i>K<\/i><sub>a<\/sub> Shifts in Cucurbit[7]uril Host\u2010Guest Complexes by Molecular Engineering"],"prefix":"10.1002","volume":"64","author":[{"given":"Alberto","family":"Trevisan","sequence":"first","affiliation":[{"name":"Laborat\u00f3rio Associado para a Qu\u00edmica Verde (LAQV) Rede de Qu\u00edmica e Tecnologia (REQUIMTE) Departamento de Qu\u00edmica Faculdade de Ci\u00eancias e Tecnologia Universidade NOVA de Lisboa  2829-516 Caparica Portugal"}]},{"given":"Ana S. D.","family":"Ferreira","sequence":"additional","affiliation":[{"name":"Laborat\u00f3rio Associado i4HB - Instituto para a Sa\u00fade e a Bioeconomia Faculdade de Ci\u00eancias e Tecnologia Universidade NOVA de Lisboa  2829-516 Caparica Portugal"},{"name":"UCIBIO REQUIMTE Departamento de Qu\u00edmica Faculdade de Ci\u00eancias e Tecnologia Universidade NOVA de Lisboa  2829-516 Caparica Portugal"}]},{"given":"Philippe","family":"Marrec","sequence":"additional","affiliation":[{"name":"TMC\/LCR Hallcrest Department of Thermochromics Division Riverside Buildings  Dock Road Connah's Quay Flintshire CH5 4DS United Kingdom"}]},{"given":"A. Jorge","family":"Parola","sequence":"additional","affiliation":[{"name":"Laborat\u00f3rio Associado para a Qu\u00edmica Verde (LAQV) Rede de Qu\u00edmica e Tecnologia (REQUIMTE) Departamento de Qu\u00edmica Faculdade de Ci\u00eancias e Tecnologia Universidade NOVA de Lisboa  2829-516 Caparica Portugal"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-0121-3695","authenticated-orcid":false,"given":"Nuno","family":"Bas\u00edlio","sequence":"additional","affiliation":[{"name":"Laborat\u00f3rio Associado para a Qu\u00edmica Verde (LAQV) Rede de Qu\u00edmica e Tecnologia (REQUIMTE) Departamento de Qu\u00edmica Faculdade de Ci\u00eancias e Tecnologia Universidade NOVA de Lisboa  2829-516 Caparica Portugal"}]}],"member":"311","published-online":{"date-parts":[[2024,1,9]]},"reference":[{"key":"e_1_2_7_2_1","doi-asserted-by":"publisher","DOI":"10.1039\/C1RA00768H"},{"key":"e_1_2_7_3_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemrev.5b00341"},{"key":"e_1_2_7_4_1","doi-asserted-by":"publisher","DOI":"10.1021\/ar020254k"},{"key":"e_1_2_7_5_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200460675"},{"key":"e_1_2_7_6_1","doi-asserted-by":"publisher","DOI":"10.1039\/C4CS00273C"},{"key":"e_1_2_7_7_1","doi-asserted-by":"publisher","DOI":"10.1039\/C7CS00095B"},{"key":"e_1_2_7_8_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemrev.0c00522"},{"key":"e_1_2_7_9_1","doi-asserted-by":"publisher","DOI":"10.1002\/ijch.201100041"},{"key":"e_1_2_7_10_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja109904u"},{"key":"e_1_2_7_11_1","doi-asserted-by":"publisher","DOI":"10.1073\/pnas.0706407105"},{"key":"e_1_2_7_12_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja303309e"},{"key":"e_1_2_7_13_1","doi-asserted-by":"publisher","DOI":"10.1002\/chem.202200529"},{"key":"e_1_2_7_14_1","first-page":"1","author":"Romero M. 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