A new totally flat N(sp2)C(sp2)N(sp2) pincer palladacycle:: Synthesis and photoluminescent properties

被引:46
作者
Consorti, CS
Ebeling, G
Rodembusch, F
Stefani, V
Livotto, PR
Rominger, F
Quina, FH
Yihwa, C
Dupont, J
机构
[1] Univ Fed Rio Grande do Sul, Inst Chem, Lab Mol Catalysis, BR-91501970 Porto Alegre, RS, Brazil
[2] Univ Fed Rio Grande do Sul, Inst Chem, Lab Theoret Chem, BR-91501970 Porto Alegre, RS, Brazil
[3] Univ Fed Rio Grande do Sul, Inst Chem, Lab New Organ Mat, BR-91501970 Porto Alegre, RS, Brazil
[4] Heidelberg Univ, Inst Organ Chem, D-69120 Heidelberg, Germany
[5] Univ Sao Paulo, Inst Quim, BR-05599970 Sao Paulo, Brazil
关键词
D O I
10.1021/ic0346679
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The Sonogashira coupling of 2-bromopyridine with 8-quinolinyl-acetylene affords 2-pyridinyl-8-quinolinyl-acetylene (1) in high yields. The chloropalladation of 1 with Li2PdCl4 in methanol at room temperature affords the pincer palladacycle (C5H4N-2-C=C(Cl)-8-C(9)H(6)kappaN,kappaC,kappaN)PdCl (2) in 63% yield. The X-ray molecular structure of (2) shows that it is totally flat and that it is associated in pairs though pi-stacking between alternate pyridine-quinoline moieties (3.448 Angstrom). The pairs are also connected by pi-stacking with an interpair distance of 3.452 Angstrom between quinoline-quinoline moieties. A very low fluorescence emission was also revealed by the pincer palladacycle 2 in both solution and the solid state, which has been ascribed to an excimeric emission due to the particular structure (rigid and totally flat) of 2 in the solid state.
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页码:530 / 536
页数:7
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