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Treatment of [Ir(ppy) 2 (μ-Cl)] 2 and [Ir(ppy) 2 (dtbpy)][OTf] (ppy = 2-(2′-pyridyl)phenyl; dtbpy = 4,4′-di- tert -butyl-2,2′-bipyridine; OTf = triflate) with pyridinium tribromide in the presence of Fe powder led to isolation of [Ir(4-Br-ppy)(μ-Br)] 2 ( 1 ) and [Ir(4-Br-ppy) 2 (dtbpy)][OTf] ( 2 ), respectively. Pd-catalyzed cross-coupling of 2 with RB(OH) 2 afforded [Ir(4-R-ppy) 2 (dtbpy)][OTf] ( R = 4′-FC 6 H 4 ( 3 )), 4′-PhC 6 H 4 ( 4 ), 2′-thienyl ( 5 ), 4′-C 6 H 4 CH 2 OH ( 6 ). Treatment of 4 with B 2 (pin) 2 (pin = pinacolate) afforded [Ir{4-(pin)B-ppy} 2 (dtbpy)][OTf] ( 7 ). The alkynyl complexes [Ir(4-PhC C-ppy) 2 (dtbpy)][OTf] ( 8 ) and [Ir{4-Me 2 (OH)C C-ppy}(4-Br-ppy)(dtbpy)][OTf] ( 9 ) were prepared by cross-coupling of 2 with PhC CSnMe 3 and Me 2 C(OH)C CH, respectively. Ethynylation of [Ir(fppy) 2 (dtbpy)][OTf] (fppy = 5-formyl-2-(2′-pyridyl)phenyl) with Ohira’s reagent MeCOC(N 2 )P(O)(OEt) 2 afforded [Ir{5-HC C-ppy} 2 (dtbpy)][OTf] ( 10 ). The solid-state structures of 2 , 5 , 7 , and 10 have been determined. |
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