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Such an arrangement produces considerable hyperbolic distortion of the \u03c0\u2010conjugated surface. The consequences of distortion in octulene were explored using photophysical methods, which revealed a reduced electronic band gap and greater flexibility of the \u03c0 system. Octulene contains a functional cavity with a diameter larger than 5.5\u2005\u00c5 that is capable of efficiently binding the chloride anion in a nonpolar solvent (<jats:italic>K<jats:sub>a<\/jats:sub><\/jats:italic>= 2.2(4)\u00d710<jats:sup>4<\/jats:sup>\u2009<jats:sc>m<\/jats:sc><jats:sup>\u22121<\/jats:sup>, 1\u2009% dichloromethane (DCM) in benzene). The octulene\u2013chloride interaction is stabilized by eight weak C(sp<jats:sup>2<\/jats:sup>)H\u22c5\u22c5\u22c5Cl bonds, providing the first example of a hydrocarbon\u2010based anion receptor.<\/jats:p>","DOI":"10.1002\/anie.201608384","type":"journal-article","created":{"date-parts":[[2016,10,12]],"date-time":"2016-10-12T22:05:12Z","timestamp":1476309912000},"page":"14072-14076","source":"Crossref","is-referenced-by-count":115,"title":["Octulene: A Hyperbolic Molecular Belt that Binds Chloride Anions"],"prefix":"10.1002","volume":"55","author":[{"given":"Marcin A.","family":"Majewski","sequence":"first","affiliation":[{"name":"Wydzia\u0142 Chemii Uniwersytet Wroc\u0142awski  ul. F. 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