{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,1,27]],"date-time":"2026-01-27T07:35:04Z","timestamp":1769499304507,"version":"3.49.0"},"reference-count":3,"publisher":"World Scientific Pub Co Pte Lt","issue":"11n12","content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["J. Porphyrins Phthalocyanines"],"published-print":{"date-parts":[[2011,11]]},"abstract":"<jats:p> Four new crystalline solids based on the zinc-5,15-bis(4\u2032-bromophenyl)-10,20- bis(4\u2032-pyridyl)porphyrin ( Zn \u2013DBDPyP) and zinc\/copper-5,10,15-tris(4\u2032-bromophenyl)-20-(4\u2032-pyridyl)-porphyrin ( Zn\/Cu \u2013TBMPyP) platforms as building blocks, have been prepared and structurally analyzed by X-ray diffraction in order to examine whether the Br\u22efN halogen bond can be effective in directing the supramolecular assembly of this functionalized porphyrins, in a similar way observed earlier for their iodophenyl-substituted analogs. The zinc ion in the porphyrin core was protected by an external ligand (pyridyl or methanol) to prevent its possible coordination to the pyridyl-porphyrin substituents. Neither the bis-pyridyl Zn (py)\u2013DBDPyP scaffold nor the Zn(MeOH)\/Cu \u2013TBMPyP exhibited inter-porphyrin halogen bonding in their corresponding crystals. Only the layered self-assembly of the Zn (py)\u2013TBMPyP building block was found to be uniquely directed by Br\u22efN halogen bonds, as well as by Br\u22efBr and Br\u22ef\u03c0 interactions. This observation supports our notion that asymmetric functionalization of the tetraarylporphyrin scaffold, combined with directional interporphyrin interactions (as halogen bonding), represent a promising approach to supramolecular chirality. <\/jats:p>","DOI":"10.1142\/s1088424611004166","type":"journal-article","created":{"date-parts":[[2011,11,28]],"date-time":"2011-11-28T09:22:06Z","timestamp":1322472126000},"page":"1250-1257","source":"Crossref","is-referenced-by-count":19,"title":["Crystalline assemblies of porphyrins with mixed bromophenyl and pyridyl <i>meso<\/i>-substituents and manifestation of supramolecular chirality induced by inter-porphyrin <font>Br\u22efN<\/font> halogen bonds"],"prefix":"10.1142","volume":"15","author":[{"given":"Hatem M.","family":"Titi","sequence":"first","affiliation":[{"name":"School of Chemistry, Faculty of Exact Sciences, Tel Aviv University, Tel Aviv 69978, Israel"}]},{"given":"Anirban","family":"Karmakar","sequence":"additional","affiliation":[{"name":"School of Chemistry, Faculty of Exact Sciences, Tel Aviv University, Tel Aviv 69978, Israel"}]},{"given":"Israel","family":"Goldberg","sequence":"additional","affiliation":[{"name":"School of Chemistry, Faculty of Exact Sciences, Tel Aviv University, Tel Aviv 69978, Israel"}]}],"member":"219","published-online":{"date-parts":[[2012,4,8]]},"reference":[{"key":"rf7","doi-asserted-by":"crossref","first-page":"380","DOI":"10.1107\/S0108768102003890","volume":"58","author":"Allen F. H.","journal-title":"Acta Crystallogr."},{"key":"rf9","doi-asserted-by":"publisher","DOI":"10.1021\/ic971259u"},{"key":"rf14","first-page":"148","volume":"65","author":"Spek A. L.","journal-title":"Acta Crystallogr."}],"container-title":["Journal of Porphyrins and Phthalocyanines"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.worldscientific.com\/doi\/pdf\/10.1142\/S1088424611004166","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2019,8,6]],"date-time":"2019-08-06T19:21:47Z","timestamp":1565119307000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.worldscientific.com\/doi\/abs\/10.1142\/S1088424611004166"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2011,11]]},"references-count":3,"journal-issue":{"issue":"11n12","published-online":{"date-parts":[[2012,4,8]]},"published-print":{"date-parts":[[2011,11]]}},"alternative-id":["10.1142\/S1088424611004166"],"URL":"https:\/\/doi.org\/10.1142\/s1088424611004166","relation":{},"ISSN":["1088-4246","1099-1409"],"issn-type":[{"value":"1088-4246","type":"print"},{"value":"1099-1409","type":"electronic"}],"subject":[],"published":{"date-parts":[[2011,11]]}}}