{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,8,17]],"date-time":"2026-08-17T14:35:40Z","timestamp":1786977340327,"version":"build-2736575974"},"reference-count":78,"publisher":"Wiley","issue":"7","license":[{"start":{"date-parts":[[2017,1,20]],"date-time":"2017-01-20T00:00:00Z","timestamp":1484870400000},"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":[[2017,1,31]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:p>\n                    Binding of guest molecules with high affinity and selectivity requires well\u2010designed hosts to provide optimized interactions in the host\u2013guest complexes. Herein we report the design and synthesis of new cyclophanes\n                    <jats:bold>\n                      2PBI\n                      <jats:sub>\n                        (2,6\u2010\n                        <jats:italic>i<\/jats:italic>\n                        Pr)2\n                      <\/jats:sub>\n                    <\/jats:bold>\n                    and\n                    <jats:bold>\n                      2PBI\n                      <jats:sub>(2,6\u2010Ph)2<\/jats:sub>\n                    <\/jats:bold>\n                    based on core\u2010disubstituted perylene bisimide (PBI) chromophores bearing two phenoxy bay\u2010substituents that evoke almost planar PBI scaffolds. This strategy afforded the new cyclophanes with conformationally rigid cavities to ensure strong binding to stiff planar polycyclic aromatic hydrocarbons (PAHs). Our detailed host\u2013guest binding studies with different PAHs by UV\/Vis and fluorescence titration experiments revealed record binding strengths for PAHs with binding constants of up to 1.6\u00d710\n                    <jats:sup>6<\/jats:sup>\n                    \u2009\n                    <jats:sc>m<\/jats:sc>\n                    <jats:sup>\u22121<\/jats:sup>\n                    in chloroform at room temperature. One\u2010 and two\u2010dimensional NMR experiments and solvent\u2010dependent titration studies revealed self\u2010encapsulation of the side arms of PBI bay\u2010substituents into the cavities that attained high fluorescence quantum yields of these cyclophanes close to unity by preventing the interaction of PBI subunits in the excited states. The binding constants and Gibbs free energies of host\u2013guest complexations disclosed significant effects of PBI bay\u2010substituents and core twist on the binding affinity of the cyclophanes.\n                  <\/jats:p>","DOI":"10.1002\/chem.201604875","type":"journal-article","created":{"date-parts":[[2016,12,12]],"date-time":"2016-12-12T18:36:54Z","timestamp":1481567814000},"page":"1667-1675","source":"Crossref","is-referenced-by-count":34,"title":["Perylene Bisimide Cyclophanes with High Binding Affinity for Large Planar Polycyclic Aromatic Hydrocarbons: Host\u2013Guest Complexation versus Self\u2010Encapsulation of Side Arms"],"prefix":"10.1002","volume":"23","author":[{"given":"Peter","family":"Spenst","sequence":"first","affiliation":[{"name":"Institut f\u00fcr Organische Chemie Universit\u00e4t W\u00fcrzburg  Am Hubland 97074 W\u00fcrzburg Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Andreas","family":"Sieblist","sequence":"additional","affiliation":[{"name":"Institut f\u00fcr Organische Chemie Universit\u00e4t W\u00fcrzburg  Am Hubland 97074 W\u00fcrzburg Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-7245-0471","authenticated-orcid":false,"given":"Frank","family":"W\u00fcrthner","sequence":"additional","affiliation":[{"name":"Institut f\u00fcr Organische Chemie Universit\u00e4t W\u00fcrzburg  Am Hubland 97074 W\u00fcrzburg Germany"},{"name":"Center for Nanosystems Chemistry &amp; Bavarian Polymer Institute (BPI) Universit\u00e4t W\u00fcrzburg, Theodor-Boveri-Weg  97074 W\u00fcrzburg Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2017,1,20]]},"reference":[{"key":"e_1_2_6_1_1","unstructured":"\u00a0"},{"key":"e_1_2_6_2_2","volume-title":"Host-Guest Complex Chemistry: Macrocycles: Synthesis, structures, application","year":"1985"},{"key":"e_1_2_6_3_2","volume-title":"Supramolecular Chemistry - Concepts and Perspectives","year":"1995"},{"key":"e_1_2_6_4_2","volume-title":"Principles and Methods in Supramolecular Chemistry","year":"2000"},{"key":"e_1_2_6_5_2","doi-asserted-by":"publisher","DOI":"10.1002\/9780470740880"},{"key":"e_1_2_6_6_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201408487"},{"key":"e_1_2_6_6_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201408487"},{"key":"e_1_2_6_7_1","unstructured":"\u00a0"},{"key":"e_1_2_6_8_2","doi-asserted-by":"publisher","DOI":"10.1126\/science.227.4689.849"},{"key":"e_1_2_6_9_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200805340"},{"key":"e_1_2_6_9_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.200805340"},{"key":"e_1_2_6_10_2","doi-asserted-by":"publisher","DOI":"10.1021\/ar9001203"},{"key":"e_1_2_6_11_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.accounts.5b00495"},{"key":"e_1_2_6_12_1","unstructured":"\u00a0"},{"key":"e_1_2_6_13_2","doi-asserted-by":"publisher","DOI":"10.1021\/ar000147v"},{"key":"e_1_2_6_14_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr010206y"},{"key":"e_1_2_6_15_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.ccr.2015.03.011"},{"key":"e_1_2_6_16_1","unstructured":"\u00a0"},{"key":"e_1_2_6_17_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200352033"},{"key":"e_1_2_6_17_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.200352033"},{"key":"e_1_2_6_18_2","doi-asserted-by":"publisher","DOI":"10.1038\/nchem.597"},{"key":"e_1_2_6_19_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja111072j"},{"key":"e_1_2_6_20_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201102302"},{"key":"e_1_2_6_20_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201102302"},{"key":"e_1_2_6_21_1","unstructured":"\u00a0"},{"key":"e_1_2_6_22_2","doi-asserted-by":"publisher","DOI":"10.1002\/1521-3773(20020503)41:9<1488::AID-ANIE1488>3.0.CO;2-G"},{"key":"e_1_2_6_22_3","doi-asserted-by":"publisher","DOI":"10.1002\/1521-3757(20020503)114:9<1556::AID-ANGE1556>3.0.CO;2-C"},{"key":"e_1_2_6_23_2","doi-asserted-by":"publisher","DOI":"10.1039\/B612543N"},{"key":"e_1_2_6_24_1","unstructured":"\u00a0"},{"key":"e_1_2_6_25_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr500392w"},{"key":"e_1_2_6_26_2","author":"Lee E. 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