Design and Synthesis of Blue-Emitting Cyclometalated Iridium(III) Complexes Based on Regioselective Functionalization

• Published in: European Journal of Inorganic Chemistry Vol. 2011; no. 35; pp. 5360 - 5369
• Main Authors: Hisamatsu, Yosuke, Aoki, Shin
• Format: Book Review Journal Article
• Language: English
• Published: Weinheim WILEY-VCH Verlag 01.12.2011; WILEY‐VCH Verlag; Wiley
• Subjects: Chemistry; Chemistry, Inorganic & Nuclear; Iridium; Luminescence; Physical Sciences; Science & Technology; Substituent effects; Synthesis design; IR(III) COMPLEXES; ELECTROCHEMICAL PROPERTIES; PHOSPHORESCENT EMISSION; Luminescence; Substituent effects; SOLID-STATE; BIPHENYL-DENDRONS; Synthesis design; FLUORINE SUBSTITUENTS; DINUCLEAR IRIDIUM(III); LIGANDS; EXCITED-STATE PROPERTIES; Iridium; METAL-COMPLEXES
• ISSN: 1434-1948; 1099-0682
• DOI: 10.1002/ejic.201100755

A series of tris‐cyclometalated IrIII complexes were prepared by regioselective substitution reactions (formylation, thiocyanation, and iodination) and subsequent conversions (cyanation, cross‐coupling reaction, reduction, and oxidation) on a 2‐(4′‐methoxyphenyl)pyridine (mppy) ligand of fac‐[Ir(mppy)3]. The introduction of electron‐withdrawing groups such as CHO, CN, and sulfonyl groups (SO2Me, SO2Ar) at the 5′‐position of the phenyl ring of the mppy portion induces a considerable blueshift in luminescence emission (from 495 nm to approximately 465 nm) in degassed organic solvents. Blue‐emitting fac‐[Ir(mppy)3] [mppy = 2‐(4′‐methoxyphenyl)pyridine] derivatives have been prepared by regioselective substitution reactions and subsequent conversions. The introduction of electron‐withdrawing groups such as CHO, CN, andsulfonyl groups (SO2Me, SO2Ar) at the 5′‐position of the mppy portion induces a considerable blueshift of luminescence emission in organic solvents.