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In the triads, the NDI and TTF units are attached to Al<jats:sup>III<\/jats:sup> on opposite faces of the porphyrin, through covalent and coordination bonds, respectively. Fluorescence studies show that the lowest excited singlet state of the porphyrin is quenched through electron transfer to NDI and hole transfer to TTF. In dichloromethane hole transfer to TTF dominates, whereas in benzonitrile (BN) electron transfer to NDI is the main quenching pathway. In the nematic phase of the liquid crystalline solvent 4\u2010(<jats:italic>n<\/jats:italic>\u2010pentyl)\u20104\u2032\u2010cyanobiphenyl (5CB), a spin\u2010polarized transient EPR spectrum that is readily assigned to the weakly coupled radical pair TTF<jats:sup>.+<\/jats:sup>NDI<jats:sup>.\u2212<\/jats:sup> is obtained. The initial polarization pattern indicates that the charge separation occurs through the singlet channel and that singlet\u2013triplet mixing occurs in the primary radical pair. At later time the polarization pattern inverts as a result of depopulation of the states with singlet character by recombination to the ground state. The singlet lifetime of TTF<jats:sup>.+<\/jats:sup>NDI<jats:sup>.\u2212<\/jats:sup> is estimated to be 200\u2013300\u2005ns, whereas the triplet lifetime in the approximately 350\u2005mT magnetic field of the X\u2010band EPR spectrometer is about 10\u2005\u03bcs. In contrast, in dichloromethane and BN the lifetime of the charge separation is &lt;10\u2005ns.<\/jats:p>","DOI":"10.1002\/chem.201202995","type":"journal-article","created":{"date-parts":[[2013,1,14]],"date-time":"2013-01-14T16:59:24Z","timestamp":1358182764000},"page":"3148-3161","source":"Crossref","is-referenced-by-count":63,"title":["Long\u2010Lived Charge Separation in Novel Axial Donor\u2013Porphyrin\u2013Acceptor Triads Based on Tetrathiafulvalene, Aluminum(III) Porphyrin and Naphthalenediimide"],"prefix":"10.1002","volume":"19","author":[{"given":"Prashanth K.","family":"Poddutoori","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Niloofar","family":"Zarrabi","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Andrey G.","family":"Moiseev","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Roger","family":"Gumbau\u2010Brisa","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Serguei","family":"Vassiliev","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Art","family":"van\u2005der\u2005Est","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2013,1,14]]},"reference":[{"key":"e_1_2_5_1_2","doi-asserted-by":"publisher","DOI":"10.1002\/9780470758472"},{"key":"e_1_2_5_2_2","unstructured":"\u00a0"},{"key":"e_1_2_5_3_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.jphotochemrev.2008.01.002"},{"key":"e_1_2_5_4_2","doi-asserted-by":"publisher","DOI":"10.1021\/ic050904r"},{"key":"e_1_2_5_5_2","doi-asserted-by":"publisher","DOI":"10.1039\/B802262N"},{"key":"e_1_2_5_6_2","doi-asserted-by":"publisher","DOI":"10.1039\/B615857A"},{"key":"e_1_2_5_7_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.jphotochemrev.2004.01.003"},{"key":"e_1_2_5_8_2","doi-asserted-by":"publisher","DOI":"10.1002\/ejic.200701369"},{"key":"e_1_2_5_9_2","doi-asserted-by":"publisher","DOI":"10.1021\/ar9801301"},{"key":"e_1_2_5_10_2","doi-asserted-by":"publisher","DOI":"10.1039\/B800582F"},{"key":"e_1_2_5_11_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.copbio.2010.03.021"},{"key":"e_1_2_5_12_2","doi-asserted-by":"publisher","DOI":"10.1146\/annurev-conmatphys-062910-140503"},{"key":"e_1_2_5_13_2","doi-asserted-by":"publisher","DOI":"10.1021\/ar2003013"},{"key":"e_1_2_5_14_2","doi-asserted-by":"publisher","DOI":"10.1021\/ar900127h"},{"key":"e_1_2_5_15_2","doi-asserted-by":"publisher","DOI":"10.1021\/ar9001735"},{"key":"e_1_2_5_16_2","unstructured":"\u00a0"},{"key":"e_1_2_5_17_2","doi-asserted-by":"publisher","DOI":"10.1021\/jp073121v"},{"key":"e_1_2_5_18_2","doi-asserted-by":"publisher","DOI":"10.1021\/jp021926r"},{"key":"e_1_2_5_19_2","doi-asserted-by":"publisher","DOI":"10.1039\/b905753f"},{"key":"e_1_2_5_20_2","doi-asserted-by":"publisher","DOI":"10.1039\/c1cp90147h"},{"key":"e_1_2_5_21_2","doi-asserted-by":"publisher","DOI":"10.1021\/jp040143y"},{"key":"e_1_2_5_22_2","doi-asserted-by":"publisher","DOI":"10.1039\/b106962b"},{"key":"e_1_2_5_23_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja004123v"},{"key":"e_1_2_5_24_2","doi-asserted-by":"publisher","DOI":"10.1016\/S1389-5567(03)00004-2"},{"key":"e_1_2_5_25_2","doi-asserted-by":"publisher","DOI":"10.1021\/jp066952u"},{"key":"e_1_2_5_26_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja039800a"},{"key":"e_1_2_5_27_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201002333"},{"key":"e_1_2_5_28_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja993959z"},{"key":"e_1_2_5_29_2","doi-asserted-by":"publisher","DOI":"10.1039\/cs9972600365"},{"key":"e_1_2_5_30_2","volume-title":"Handbook of Porphyrin Science","author":"Kadish K. 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