Synthese, Struktur und Wirt-Gast-Untersuchungen an selbstorganisierten, wasserlöslichen und wasserunlöslichen mehrfach verbrückten Platinacyclophanen

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dc.contributor.advisor Lindner, Ekkehard de_DE
dc.contributor.author Khanfar, Monther Abdel Jabbar Fares de_DE
dc.date.accessioned 2001-05-21 de_DE
dc.date.accessioned 2014-03-18T10:08:56Z
dc.date.available 2001-05-21 de_DE
dc.date.available 2014-03-18T10:08:56Z
dc.date.issued 2001 de_DE
dc.identifier.other 091456169 de_DE
dc.identifier.uri http://nbn-resolving.de/urn:nbn:de:bsz:21-opus-2499 de_DE
dc.identifier.uri http://hdl.handle.net/10900/48166
dc.description.abstract The synthesis of the 1,3,5-tris[(diphenylphosphoryl)alkyl]benzenes 7 - 10 succeeds by reaction of the corresponding 1,3,5-tris(bromoalkyl)benzenes 3 - 6 with ethyl diphenylphosphinite in an Arbusov-type reaction. Reduction of these phosphine oxides leads to the trifunctional phosphine ligands 11 - 14. Their potency of self-assembly was examined by the employment of platinum(II) complex fragments. A five-component self-assembly consisting of three equivalents of the platinum complex PtCl2(PhCN)2 and two equivalents of the ligands 11 - 14 under high dilution conditions led to the formation of the triplatinacyclophanes 1 and 15 - 17. In contrast to the reaction between 11 - 13 and PtCl2(PhCN)2 in which polymers were formed as by-products, in the case of 14 three other platinacyles 18 - 20 with a chain-like structure were formed. Trifunctional primary phosphines of the type 1,3,5-[PH2(CH2)n]3C6H3 (26 - 28) were obtained via an Arbusov reaction between the 1,3,5-tris(bromoalkyl)benzenes 3 - 6 and P(OEt)3 followed by a reaction of the trisphosphonates 1,3,5-[(EtO)2P(O)(CH2)n]3C6H3 (21 - 24) with LiAlH4. A straightforward conversion of these sensitive key phosphines 26 - 28 to the corresponding water-soluble ligands 1,3,5-tris-[bis(hydroxymethyl)phosphinylalkyl]benzenes 29 - 31 and 1,3,5-tris[bis(2'-diethylphosphona-toethyl)phophinylalkyl]benzenes 32 - 34 was achieved by formylation with formaldehyde and hydrophosphonation with diethyl vinylphosphonate, respectively. A five component self-assembly consisting of three equivalents of the platinum(II) complex Cl2Pt(NCPh)2 and two equivalents of the ligands 32 - 34 under high dilution conditions resulted in the formation of the nanoscaled, water-soluble triplatinacyclophanes 35 - 37 in high yields. The structures of the metallacycles 1, 15 - 17 and 35 - 37 as well as 18 - 20 were elucidated by 31P{1H}, 13C{1H}, and 195Pt{1H} NMR spectroscopic investigations. de_DE
dc.description.abstract The synthesis of the 1,3,5-tris[(diphenylphosphoryl)alkyl]benzenes 7 - 10 succeeds by reaction of the corresponding 1,3,5-tris(bromoalkyl)benzenes 3 - 6 with ethyl diphenylphosphinite in an Arbusov-type reaction. Reduction of these phosphine oxides leads to the trifunctional phosphine ligands 11 - 14. Their potency of self-assembly was examined by the employment of platinum(II) complex fragments. A five-component self-assembly consisting of three equivalents of the platinum complex PtCl2(PhCN)2 and two equivalents of the ligands 11 - 14 under high dilution conditions led to the formation of the triplatinacyclophanes 1 and 15 - 17. In contrast to the reaction between 11 - 13 and PtCl2(PhCN)2 in which polymers were formed as by-products, in the case of 14 three other platinacyles 18 - 20 with a chain-like structure were formed. Trifunctional primary phosphines of the type 1,3,5-[PH2(CH2)n]3C6H3 (26 - 28) were obtained via an Arbusov reaction between the 1,3,5-tris(bromoalkyl)benzenes 3 - 6 and P(OEt)3 followed by a reaction of the trisphosphonates 1,3,5-[(EtO)2P(O)(CH2)n]3C6H3 (21 - 24) with LiAlH4. A straightforward conversion of these sensitive key phosphines 26 - 28 to the corresponding water-soluble ligands 1,3,5-tris-[bis(hydroxymethyl)phosphinylalkyl]benzenes 29 - 31 and 1,3,5-tris[bis(2'-diethylphosphona-toethyl)phophinylalkyl]benzenes 32 - 34 was achieved by formylation with formaldehyde and hydrophosphonation with diethyl vinylphosphonate, respectively. A five component self-assembly consisting of three equivalents of the platinum(II) complex Cl2Pt(NCPh)2 and two equivalents of the ligands 32 - 34 under high dilution conditions resulted in the formation of the nanoscaled, water-soluble triplatinacyclophanes 35 - 37 in high yields. The structures of the metallacycles 1, 15 - 17 and 35 - 37 as well as 18 - 20 were elucidated by 31P{1H}, 13C{1H}, and 195Pt{1H} NMR spectroscopic investigations. en
dc.language.iso de de_DE
dc.publisher Universität Tübingen de_DE
dc.rights ubt-nopod de_DE
dc.rights.uri http://tobias-lib.uni-tuebingen.de/doku/lic_ubt-nopod.php?la=de de_DE
dc.rights.uri http://tobias-lib.uni-tuebingen.de/doku/lic_ubt-nopod.php?la=en en
dc.subject.classification Cyclophane, Platin, Phosphor, de_DE
dc.subject.ddc 540 de_DE
dc.subject.other Platinacyclophanes, Self-assembly, Water-soluble, Supramolecular Chemistry en
dc.title Synthese, Struktur und Wirt-Gast-Untersuchungen an selbstorganisierten, wasserlöslichen und wasserunlöslichen mehrfach verbrückten Platinacyclophanen de_DE
dc.title Synthesis, Structure, and Host-Guest Investigations on Self-Assembled Nonwater-Soluble and Water-Soluble Multiple Bridged Platinacyclophanes en
dc.type PhDThesis de_DE
dc.date.updated 1970-01-01 de_DE
dcterms.dateAccepted 2001-05-18 de_DE
utue.publikation.fachbereich Sonstige - Chemie und Pharmazie de_DE
utue.publikation.fakultaet 7 Mathematisch-Naturwissenschaftliche Fakultät de_DE
dcterms.DCMIType Text de_DE
utue.publikation.typ doctoralThesis de_DE
utue.opus.id 249 de_DE
thesis.grantor 14 Fakultät für Chemie und Pharmazie de_DE

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