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In dichloromethane, the affinities of simple <jats:italic>meso<\/jats:italic>\u2010octamethylcalix[4]pyrrole (<jats:bold>1<\/jats:bold>) for methyl\u2010, ethyl\u2010, and <jats:italic>n<\/jats:italic>\u2010butylammonium chlorides are on the order of 10<jats:sup>5<\/jats:sup>, 10<jats:sup>4<\/jats:sup>, and 10<jats:sup>2<\/jats:sup>\u2009<jats:sc>M<\/jats:sc><jats:sup>\u22121<\/jats:sup>, respectively, as determined from isothermal titration calorimetry (ITC) analyses. These cation\u2010dependent anion affinity effects, while clearly evident, are less pronounced in other halogenated solvents, such as 1,2\u2010dichloroethane. Support for the proposed cation complexation selectivity is provided by solid state X\u2010ray crystallographic analyses.<\/jats:p>","DOI":"10.1002\/chem.200800899","type":"journal-article","created":{"date-parts":[[2008,7,21]],"date-time":"2008-07-21T09:39:15Z","timestamp":1216633155000},"page":"7822-7827","source":"Crossref","is-referenced-by-count":82,"title":["Cooperative Binding of Calix[4]pyrrole\u2013Anion Complexes and Alkylammonium Cations in Halogenated Solvents"],"prefix":"10.1002","volume":"14","author":[{"given":"Dustin\u2005E.","family":"Gross","sequence":"first","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Franz\u2005P.","family":"Schmidtchen","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Wiebke","family":"Antonius","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Philip\u2005A.","family":"Gale","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Vincent\u2005M.","family":"Lynch","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jonathan\u2005L.","family":"Sessler","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2008,9]]},"reference":[{"key":"e_1_2_6_1_2","doi-asserted-by":"publisher","DOI":"10.1039\/9781847552471"},{"key":"e_1_2_6_2_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.ccr.2006.05.020"},{"key":"e_1_2_6_3_2","doi-asserted-by":"publisher","DOI":"10.1021\/ar040071t"},{"key":"e_1_2_6_4_2","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1007\/b101160","volume":"255","author":"Schmidtchen F. 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