Mesoionic 1,2,3-Triazolo[1,5-a]pyridine-3-ylidenes in Phosphorescent Platinum(II) Complexes

被引:9
作者
Soellner, Johannes [1 ]
Strassner, Thomas [1 ]
机构
[1] Tech Univ Dresden, Phys Organ Chem, D-01069 Dresden, Germany
关键词
carbene ligands; N-heterocyclic carbenes; organic light-emitting diode; platinum; phosphorescence; MOLECULAR-ORBITAL METHODS; ONE-POT SYNTHESIS; GAUSSIAN-TYPE BASIS; METAL-COMPLEXES; DIARYLIODONIUM SALTS; CARBENE LIGANDS; NHC COMPLEXES; 3RD-ROW ATOMS; BASIS-SETS; EFFICIENT;
D O I
10.1002/cptc.201900110
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Mesoionic carbene ligands based on 1,2,3-triazole platforms can be used in cyclometalated platinum(II) complexes to achieve an efficient phosphorescence even at room temperature. In this report, 1,2,3-triazolo[1,5-a]pyridine-3-ylidenes are employed in such molecules along with beta-diketonates with varying steric demand. For full structural characterization, NMR spectroscopy and XRD experiments were employed. The photophysical properties were studied in solid poly(methyl methacrylate) (PMMA) matrices, as well as dichloromethane solutions. In PMMA, the synthesized complexes show quantum yields of 47-54 % with emission bands in the yellow region of the visible spectrum. Cyclic voltammetry measurements along with DFT calculations helped to assign the nature of the observed emissions.
引用
收藏
页码:1000 / 1003
页数:4
相关论文
共 74 条
[1]   Imidazo[1,5-a]pyridine:: A versatile architecture for stable N-heterocyclic carbenes [J].
Alcarazo, M ;
Roseblade, SJ ;
Cowley, AR ;
Fernández, R ;
Brown, JM ;
Lassaletta, JM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (10) :3290-3291
[2]   A STABLE CRYSTALLINE CARBENE [J].
ARDUENGO, AJ ;
HARLOW, RL ;
KLINE, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (01) :361-363
[3]   The Use of Cyclometalated NHCs and Pyrazoles for the Development of Fully Efficient Blue PtII Emitters and Pt/Ag Clusters [J].
Arnal, Lorenzo ;
Fuertes, Sara ;
Martin, Antonio ;
Sicilia, Violeta .
CHEMISTRY-A EUROPEAN JOURNAL, 2018, 24 (37) :9377-9384
[4]   A Mesoionic Carbene as Neutral Ligand for Phosphorescent Cationic Ir(III) Complexes [J].
Baschieri, Andrea ;
Monti, Filippo ;
Matteucci, Elia ;
Mazzanti, Andrea ;
Barbieri, Andrea ;
Armaroli, Nicola ;
Sambri, Letizia .
INORGANIC CHEMISTRY, 2016, 55 (16) :7912-7919
[5]   DENSITY-FUNCTIONAL THERMOCHEMISTRY .3. THE ROLE OF EXACT EXCHANGE [J].
BECKE, AD .
JOURNAL OF CHEMICAL PHYSICS, 1993, 98 (07) :5648-5652
[6]   Regiospecific one-pot synthesis of diaryliodonium tetrafluoroborates from arylboronic acids and aryl iodides [J].
Bielawski, Marcin ;
Aili, David ;
Olofsson, Berit .
JOURNAL OF ORGANIC CHEMISTRY, 2008, 73 (12) :4602-4607
[7]   COMPACT CONTRACTED BASIS-SETS FOR 3RD-ROW ATOMS - GA-KR [J].
BINNING, RC ;
CURTISS, LA .
JOURNAL OF COMPUTATIONAL CHEMISTRY, 1990, 11 (10) :1206-1216
[8]   Extension of Gaussian-2 (G2) theory to molecules containing third-row atoms K and Ca [J].
Blaudeau, JP ;
McGrath, MP ;
Curtiss, LA ;
Radom, L .
JOURNAL OF CHEMICAL PHYSICS, 1997, 107 (13) :5016-5021
[9]   Cyclometalated ruthenium chromophores for the dye-sensitized solar cell [J].
Bomben, Paolo G. ;
Robson, Kiyoshi C. D. ;
Koivisto, Bryan D. ;
Berlinguette, Curtis P. .
COORDINATION CHEMISTRY REVIEWS, 2012, 256 (15-16) :1438-1450
[10]   Imidazo[1,5-a]pyridine-3-ylidenes -: pyridine derived N-heterocyclic carbene ligands [J].
Burstein, C ;
Lehmann, CW ;
Glorius, F .
TETRAHEDRON, 2005, 61 (26) :6207-6217