{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,8,17]],"date-time":"2026-08-17T14:36:55Z","timestamp":1786977415999,"version":"build-2736575974"},"reference-count":37,"publisher":"Wiley","issue":"7","license":[{"start":{"date-parts":[[2004,12,29]],"date-time":"2004-12-29T00:00:00Z","timestamp":1104278400000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Chemistry A European J"],"published-print":{"date-parts":[[2005,3,18]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:p>\n                    A series of novel calixpyrrole\u2010like macrocycles, calix[\n                    <jats:italic>n<\/jats:italic>\n                    ]bis(pyrrol\u20102\u2010yl)benzene (calix[\n                    <jats:italic>n<\/jats:italic>\n                    ]BPBs,\n                    <jats:italic>n<\/jats:italic>\n                    =2\u20134)\n                    <jats:bold>9\u2009a<\/jats:bold>\n                    \u2013\n                    <jats:bold>11\u2009a<\/jats:bold>\n                    , have been synthesized by means of the TFA\u2010catalyzed condensation reaction of bis(pyrrol\u20102\u2010yl)benzene\n                    <jats:bold>8\u2009a<\/jats:bold>\n                    with acetone. Calix[2]BPB\n                    <jats:bold>9\u2009a<\/jats:bold>\n                    represents an expanded version of calix[4]pyrrole in which two of the four\n                    <jats:italic>meso<\/jats:italic>\n                    bridges are replaced by benzene rings. By contrast, systems\n                    <jats:bold>10\u2009a<\/jats:bold>\n                    and\n                    <jats:bold>11\u2009a<\/jats:bold>\n                    , which bear great considerable to calixbipyrroles\n                    <jats:bold>2<\/jats:bold>\n                    and\n                    <jats:bold>3<\/jats:bold>\n                    , represent higher homologues of the basic calix[\n                    <jats:italic>n<\/jats:italic>\n                    ]BPB motif. Solution\u2010phase anion binding studies, carried out by means of\n                    <jats:sup>1<\/jats:sup>\n                    H NMR spectroscopic titrations in [D\n                    <jats:sub>2<\/jats:sub>\n                    ]dichloromethane and isothermal titration calorimetry (ITC) in 1,2\u2010dichloroethane, reveal that\n                    <jats:bold>9\u2009a<\/jats:bold>\n                    binds typical small anions with substantially higher affinities than\n                    <jats:bold>1<\/jats:bold>\n                    , even though the same number of hydrogen bonding donor groups are found in both compounds. The basic building block for\n                    <jats:bold>9\u2009a<\/jats:bold>\n                    , benzene dipyrrole\n                    <jats:bold>8\u2009a<\/jats:bold>\n                    , also displays a higher affinity for anions than the building block for\n                    <jats:bold>1<\/jats:bold>\n                    , dimethyldipyrromethane\n                    <jats:bold>16<\/jats:bold>\n                    . Structural studies, carried out by single\u2010crystal X\u2010ray diffraction analyses, are consistent with the solution\u2010phase results and reveal that\n                    <jats:bold>9\u2009a<\/jats:bold>\n                    is able to stabilize complexes with chloride and nitrate in the solid state. Structures of the PF\n                    <jats:sub>6<\/jats:sub>\n                    <jats:sup>\u2212<\/jats:sup>\n                    and NO\n                    <jats:sub>3<\/jats:sub>\n                    <jats:sup>\u2212<\/jats:sup>\n                    complexes of\n                    <jats:bold>10\u2009a<\/jats:bold>\n                    were also solved as were those of the acetone adduct of\n                    <jats:bold>9\u2009a<\/jats:bold>\n                    and the ethyl acetate adduct of\n                    <jats:bold>11\u2009a<\/jats:bold>\n                    .\n                  <\/jats:p>","DOI":"10.1002\/chem.200400894","type":"journal-article","created":{"date-parts":[[2004,12,29]],"date-time":"2004-12-29T18:58:32Z","timestamp":1104346712000},"page":"2001-2011","source":"Crossref","is-referenced-by-count":83,"title":["Calix[\n                    <i>n<\/i>\n                    ]bispyrrolylbenzenes: Synthesis, Characterization, and Preliminary Anion Binding Studies"],"prefix":"10.1002","volume":"11","author":[{"given":"Jonathan L.","family":"Sessler","sequence":"first","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Deqiang","family":"An","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Won\u2010Seob","family":"Cho","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Vincent","family":"Lynch","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Manuel","family":"Marquez","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2005,3,9]]},"reference":[{"key":"e_1_2_6_1_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja960307r"},{"key":"e_1_2_6_2_2","doi-asserted-by":"publisher","DOI":"10.1021\/jo982382l"},{"key":"e_1_2_6_3_2","doi-asserted-by":"publisher","DOI":"10.1021\/jo016020g"},{"key":"e_1_2_6_4_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4039(99)00942-9"},{"key":"e_1_2_6_5_2","doi-asserted-by":"publisher","DOI":"10.1002\/1099-0690(200111)2001:21<4031::AID-EJOC4031>3.0.CO;2-9"},{"key":"e_1_2_6_6_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0010-8545(02)00305-3"},{"key":"e_1_2_6_7_2","unstructured":"\u00a0"},{"key":"e_1_2_6_8_2","doi-asserted-by":"publisher","DOI":"10.1002\/(SICI)1521-3757(19980918)110:18<2633::AID-ANGE2633>3.0.CO;2-7"},{"key":"e_1_2_6_8_3","doi-asserted-by":"publisher","DOI":"10.1002\/(SICI)1521-3773(19981002)37:18<2475::AID-ANIE2475>3.0.CO;2-7"},{"key":"e_1_2_6_9_2","doi-asserted-by":"publisher","DOI":"10.1039\/b007788g"},{"key":"e_1_2_6_10_2","doi-asserted-by":"publisher","DOI":"10.1039\/b106162n"},{"key":"e_1_2_6_11_2","doi-asserted-by":"publisher","DOI":"10.1039\/b111281n"},{"key":"e_1_2_6_12_2","doi-asserted-by":"publisher","DOI":"10.1002\/(SICI)1521-3757(20000417)112:8<1556::AID-ANGE1556>3.0.CO;2-B"},{"key":"e_1_2_6_12_3","doi-asserted-by":"publisher","DOI":"10.1002\/(SICI)1521-3773(20000417)39:8<1496::AID-ANIE1496>3.0.CO;2-I"},{"key":"e_1_2_6_13_2","doi-asserted-by":"publisher","DOI":"10.1039\/b002239j"},{"key":"e_1_2_6_14_2","doi-asserted-by":"publisher","DOI":"10.1002\/1521-3765(20020715)8:14<3148::AID-CHEM3148>3.0.CO;2-B"},{"key":"e_1_2_6_15_2","doi-asserted-by":"publisher","DOI":"10.1021\/ol0262082"},{"key":"e_1_2_6_16_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja005650h"},{"key":"e_1_2_6_17_2","unstructured":"J. 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