Metal Complexes Comprising 1,2,3-Triazoles

A compound of formula (1)

• M(L)n(L′)m (1)
• wherein said compound of formula (1) comprises a structure M(L)n of formula (2)
• wherein M is bonded to any desired bidentate ligand L via a nitrogen atom N and via a carbon atom C;
• and
• wherein A and B can be any aromatic or heteroaromatic ring optionally substituted with one or more R1 or any aromatic or heteroaromatic polycyclic ring system optionally substituted with one or more R1;
• and
• wherein
• M is a metal selected from the group consisting of iridium, rhodium, platinum, and palladium;
• L′ is, identically or differently on each occurrence, any desired co-ligand;
• W is, identically or differently on each occurrence, a group of formula (3)
• r is 0, 1, 2, or 3;
• s is 0, 1, 2, or 3;
• wherein the sum of r and s is at least 1;
• n is 1, 2, or 3 when M is iridium or rhodium and 1 or 2 when M is platinum or palladium;
• m is 0, 1, 2, 3, or 4;
• R1, R4, and R5
• are, identically or differently from each other on each occurrence, H, D, F, Cl, Br, I, N(R2)2, CN, NO2, Si(R2)3, B(OR2)2, C(═O)R2, P(═O)(R2)2, S(═O)R2, S(═O)2R2, OSO2R2, a straight-chain alkyl, alkoxy, or thioalkoxy group having 1 to 40 C atoms or a straight-chain alkenyl or alkynyl group having 2 to 40 C atoms or a branched or cyclic alkyl, alkenyl, alkynyl, alkoxy, or thioalkoxy group having 3 to 40 C atoms, wherein each of said groups are optionally substituted by one or more radicals R2, wherein one or more non-adjacent CH2 groups of each of said groups are optionally replaced by R2C═CR2, C≡C, Si(R2)2, Ge(R2)2, Sn(R2)2, C═O, C═S, C═Se, C═NR2, P(═O)(R2), SO, SO2, NR2, O, S, or CONR2, and where one or more H atoms of each of said groups are optionally replaced by D, F, Cl, Br, I, CN, or NO2, an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms and is optionally substituted by one or more radicals R2, an aryloxy or heteroaryloxy group having 5 to 60 aromatic ring atoms and is optionally substituted by one or more radicals R2, a diarylamino, diheteroarylamino, or arylheteroarylamino group having 10 to 40 aromatic ring atoms, wherein said group is optionally substituted by one or more radicals R2, or a combination of two or more of these groups;
• and wherein two or more radicals R1, R4, or R5 optionally define a mono- or polycyclic, aliphatic, aromatic and/or benzo-fused ring system with one another;
• R2 is, identically or differently on each occurrence, H, D, F, Cl, Br, I, N(R3)2, CN, NO2, Si(R3)3, B(OR3)2, C(═O)R3, P(═O)(R3)2, S(═O)R3, S(═O)2R3, OSO2R3, a straight-chain alkyl, alkoxy, or thioalkoxy group having 1 to 40 C atoms or a straight-chain alkenyl or alkynyl group having 2 to 40 C atoms or a branched or cyclic alkyl, alkenyl, alkynyl, alkoxy, or thioalkoxy group having 3 to 40 C atoms, wherein each of said groups are optionally substituted by one or more radicals R3, wherein one or more non-adjacent CH2 groups of each of said groups are optionally replaced by R3C═CR3, Si(R3)2, Ge(R3)2, Sn(R3)2, C═O, C═S, C═Se, C═NR3, P(═O)(R3), SO, SO2, NR3, O, S, or CONR3, and wherein one or more H atoms of each of said groups are optionally replaced by D, F, Cl, Br, I, CN, or NO2, an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms and is optionally substituted by one or more radicals R3, an aryloxy or heteroaryloxy group having 5 to 60 aromatic ring atoms and is optionally substituted by one or more radicals R3, a diarylamino, diheteroarylamino, or arylheteroarylamino group having 10 to 40 aromatic ring atoms and is optionally substituted by one or more radicals R3, or a combination of two or more of these groups;
• wherein two or more adjacent radicals R2 optionally define a mono- or polycyclic, aliphatic or aromatic ring system with one another;
• R3 is, identically or differently on each occurrence, H, D, F, or an aliphatic, aromatic and/or heteroaromatic hydrocarbon radical having 1 to 20 C atoms, wherein one or more H atoms of said radical are optionally replaced by F;
• and wherein two or more substituents R3 optionally define a mono- or polycyclic, aliphatic or aromatic ring system with one another;
• wherein n and m are selected such that the coordination number of M is 6 when M is iridium or rhodium and 4 when M is platinum or palladium;
• and
• wherein a plurality of ligands L are optionally linked to one another or L may be linked to L′ via any desired bridge Z to form a tridentate, tetradentate, pentadentate, or hexadentate ligand system.