Organometallic compound, organic light-emitting device including the organometallic compound, and diagnostic composition including the organometallic compound

An organometallic compound represented by Formula 1:

• wherein M in Formula 1 is beryllium (Be), magnesium (Mg), aluminum (Al), calcium (Ca), titanium (Ti), manganese (Mn), cobalt (Co), copper (Cu), zinc (Zn), gallium (Ga), germanium (Ge), zirconium (Zr), ruthenium (Ru), rhodium (Rh), palladium (Pd), silver (Ag), rhenium (Re), platinum (Pt), or gold (Au),
• in Formula 1, two bonds selected from a bond between A1 and M, a bond between A2 and M, a bond between A3 and M, and a bond between A4 and M are each a covalent bond, and the others thereof are each a coordinate bond,
• A1 in Formula 1 is represented by one of Formulae A1-2(1) to A1-2(74),
• wherein, in Formulae A1-2(1) to A1-2(74),
• X1 and R1 are each independently the same as described below,
• X11 is O, S, N(R11), C(R11)(R12), or Si(R11)(R12),
• X13 is N or C(R13),
• X14 is N or C(R14),
• R11 to R18 are each independently the same as described below,
• a17 is an integer from 0 to 7,
• a16 is an integer from 0 to 6,
• a15 is an integer from 0 to 5,
• a14 is an integer from 0 to 4,
• a13 is an integer from 0 to 3,
• a12 is an integer from 0 to 2,
• *indicates a binding site to M in Formula 1, and
• *′ indicates a binding site to T1 in Formula 1,
• A2 in Formula 1 is represented by one of Formulae A2-2(1) to A2-2(58),
• wherein, in Formulae A2-2(1) to A2-2(58),
• X2 and R2 are each independently the same as described below,
• X21 is O, S, N(R21), C(R21)(R22), or Si(R21)(R22),
• X23 is N or C(R23),
• X24 is N or C(R24),
• R21 to R28 are each independently the same as described below,
• a26 is an integer from 0 to 6,
• a25 is an integer from 0 to 5,
• a24 is an integer from 0 to 4,
• a23 is an integer from 0 to 3,
• a22 is an integer from 0 to 2,
• *indicates a binding site to M in Formula 1,
• *′ indicates a binding site to T1 in Formula 1, and
• *″ indicates a binding site to T2 in Formula 1, A3 in Formula 1 is ring CY3 represented by one of Formulae A3-1 to A3-2, and in Formulae A3-1 to A3-2, * indicates a binding site to M in Formula 1, *″ indicates a binding site to T2 in Formula 1, and *′ indicates a binding site to T3 in Formula 1,
• A4 in Formula 1 is a first atom linked to M, or a non-cyclic moiety comprising the first atom linked to M,
• the first atom is B, P, Si, O, or S,
• X1 to X3 and Y1 to Y6 in Formulae A1-2(1) to A1-2(74), A2-2(1) to A2-2(58), and A3-1 to A3-2 are each independently C or N,
• ring CY3 in Formulae A3-1 to A3-3 are each independently a C5-C30 carbocyclic group or a C1-C30 heterocyclic group,
• in Formula 1, T1 to T3 are each independently selected from a single bond, a double bond, *—N(R7)—*′, *—B(R7)—*′, *—P(R7)—*′, *—C(R7)(R8)—*′, *—Si(R7)(R8)—*′, *—Ge(R7)(R8)—*, *—S—*′, *—Se—*, *—O—*, *—C(═O)—*′, *—S(═O)—*′, *—S(═O)2—*′, *—C(R7)═*′, *═C(R7)—*′, *—C(R7)═C(R8)—*′, *—C(═S)—*′, and *—C≡C—*′, and * and *′ each indicate a binding site to a neighboring atom,
• R7 and R8 are optionally linked via a single bond, a double bond, or a first linking group to form a substituted or unsubstituted C5-C30 carbocyclic group or a substituted or unsubstituted C1-C30 heterocyclic group,
• R1 to R3, R7, R8, R11 to R18 and R21 to R28 are each independently selected from hydrogen, deuterium, —F, —Cl, —Br, —I, —SF5, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a substituted or unsubstituted C1-C60 alkyl group, a substituted or unsubstituted C2-C60 alkenyl group, a substituted or unsubstituted C2-C60 alkynyl group, a substituted or unsubstituted C1-C60 alkoxy group, a substituted or unsubstituted C3-C10 cycloalkyl group, a substituted or unsubstituted C1-C10 heterocycloalkyl group, a substituted or unsubstituted C3-C10 cycloalkenyl group, a substituted or unsubstituted C1-C10 heterocycloalkenyl group, a substituted or unsubstituted C6-C60 aryl group, a substituted or unsubstituted C6-C60 aryloxy group, a substituted or unsubstituted C6-C60 arylthio group, a substituted or unsubstituted C1-C60 heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, —N(Q1)(Q2), —Si(Q3)(Q4)(Q5), —B(Q6)(Q7), and —P(═O)(Q8)(Q9),
• a3 in Formulae A3-1 to A3-2 are each independently an integer from 0 to 20,
• two of a plurality of neighboring groups R1 are optionally linked to form a substituted or unsubstituted C5-C30 carbocyclic group or a substituted or unsubstituted C1-C30 heterocyclic group,
• two of a plurality of neighboring R11 to R18 are optionally linked to form a substituted or unsubstituted C5-C30 carbocyclic group or a substituted or unsubstituted C1-C30 heterocyclic group,
• two of a plurality of neighboring groups R2 are optionally linked to form a substituted or unsubstituted C5-C30 carbocyclic group or a substituted or unsubstituted C1-C30 heterocyclic group,
• two of a plurality of neighboring R21 to R28 are optionally linked to form a substituted or unsubstituted C5-C30 carbocyclic group or a substituted or unsubstituted C1-C30 heterocyclic group,
• two of a plurality of neighboring groups R3 are optionally linked to form a substituted or unsubstituted C5-C30 carbocyclic group or a substituted or unsubstituted C1-C30 heterocyclic group,
• two or more groups selected from R1 to R3 are optionally linked to form a substituted or unsubstituted C5-C30 carbocyclic group or a substituted or unsubstituted C1-C30 heterocyclic group,
• A1 and A4 in Formula 1 are not linked to each other,
• at least one substituent of the substituted C5-C30 carbocyclic group, the substituted C1-C30 heterocyclic group, the substituted C1-C60 alkyl group, the substituted C2-C60 alkenyl group, the substituted C2-C60 alkynyl group, the substituted C1-C60 alkoxy group, the substituted C3-C10 cycloalkyl group, the substituted C1-C10 heterocycloalkyl group, the substituted C3-C10 cycloalkenyl group, the substituted C1-C10 heterocycloalkenyl group, the substituted C6-C60 aryl group, the substituted C6-C60 aryloxy group, the substituted C6-C60 arylthio group, the substituted C1-C60 heteroaryl group, the substituted monovalent non-aromatic condensed polycyclic group, and the substituted monovalent non-aromatic condensed heteropolycyclic group is selected from:
• deuterium, —F, —Cl, —Br, —I, —CD3, —CD2H, —CDH2, —CF3, —CF2H, —CFH2, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C1-C60 alkyl group, a C2-C60 alkenyl group, a C2-C60 alkynyl group, and a C1-C60 alkoxy group;
• a C1-C60 alkyl group, a C2-C60 alkenyl group, a C2-C60 alkynyl group, and a C1-C60 alkoxy group, each substituted with at least one selected from deuterium, —F, —Cl, —Br, —I, —CD3, —CD2H, —CDH2, —CF3, —CF2H, —CFH2, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C3-C10 cycloalkyl group, a C1-C10 heterocycloalkyl group, a C3-C10 cycloalkenyl group, a C1-C10 heterocycloalkenyl group, a C6-C60 aryl group, a C6-C60 aryloxy group, a C6-C60 arylthio group, a C1-C60 heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, —N(Q11)(Q12), —Si(Q13)(Q14)(Q15), —B(Q16)(Q17), and —P(═O)(Q18)(Q19);
• a C3-C10 cycloalkyl group, a C1-C10 heterocycloalkyl group, a C3-C10 cycloalkenyl group, a C1-C10 heterocycloalkenyl group, a C6-C60 aryl group, a C6-C60 aryloxy group, a C6-C60 arylthio group, a C1-C60 heteroaryl group, a monovalent non-aromatic condensed polycyclic group, and a monovalent non-aromatic condensed heteropolycyclic group;
• a C3-C10 cycloalkyl group, a C1-C10 heterocycloalkyl group, a C3-C10 cycloalkenyl group, a C1-C10 heterocycloalkenyl group, a C6-C60 aryl group, a C6-C60 aryloxy group, a C6-C60 arylthio group, a C1-C60 heteroaryl group, a monovalent non-aromatic condensed polycyclic group, and a monovalent non-aromatic condensed heteropolycyclic group, each substituted with at least one selected from deuterium, —F, —Cl, —Br, —I, —CD3, —CD2H, —CDH2, —CF3, —CF2H, —CFH2, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C1-C60 alkyl group, a C2-C60 alkenyl group, a C2-C60 alkynyl group, a C1-C60 alkoxy group, a C3-C10 cycloalkyl group, a C1-C10 heterocycloalkyl group, a C3-C10 cycloalkenyl group, a C1-C10 heterocycloalkenyl group, a C6-C60 aryl group, a C6-C60 aryloxy group, a C6-C60 arylthio group, a C1-C60 heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, —N(Q21)(Q22), —Si(Q23)(Q24)(Q25), —B(Q26)(Q27), and —P(═O)(Q28)(Q29);
• and
• —N(Q31)(Q32), —Si(Q33)(Q34)(Q35), —B(Q36)(Q37), and —P(═O)(Q38)(Q39), and
• Q1 to Q9, Q11 to Q19, Q21 to Q29, and Q31 to Q39 are each independently selected from hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C1-C60 alkyl group, a C1-C60 alkyl group substituted with at least one selected from deuterium, a C1-C60 alkyl group, and a C6-C60 aryl group, a C2-C60 alkenyl group, a C2-C60 alkynyl group, a C1-C60 alkoxy group, a C3-C10 cycloalkyl group, a C1-C10 heterocycloalkyl group, a C3-C10 cycloalkenyl group, a C1-C10 heterocycloalkenyl group, a C6-C60 aryl group, a C6-C60 aryl group substituted with at least one selected from deuterium, a C1-C60 alkyl group, and a C6-C60 aryl group, a C6-C60 aryloxy group, a C6-C60 arylthio group, a C1-C60 heteroaryl group, a monovalent non-aromatic condensed polycyclic group, and a monovalent non-aromatic condensed heteropolycyclic group.