Synthesis of an Electrodeficient Dipyridylbenzene-like Terdentate Ligand: Cyclometallating Ligand for Highly Emitting Iridium(III) and Platinum(II) Complexes
Abstract
:1. Introduction
2. Materials and Methods
2.1. General Consideration
2.2. Absorption and Emission Spectroscopies
2.3. Experimental Procedures
3. Results
3.1. Synthesis
3.2. Characterisation
3.3. X-ray Single Crystal Diffraction
3.4. Absorption and Emission Spectroscopy
4. Conclusions
Supplementary Materials
Author Contributions
Funding
Acknowledgments
Conflicts of Interest
References
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Bond Length (Å) | Angles (°) | ||
---|---|---|---|
Ir−C(1) | 1.921(6) | C(1)−Ir−N(2) | 80.4(2) |
Ir−N(2) | 2.043(6) | C(1)-Ir−N(3) | 80.0(2) |
Ir−N(3) | 2.053(5) | C(1)−Ir−N(4) | 174.2(2) |
Ir−N(4) | 2.158(5) | C(1)−Ir−C(18) | 94.8(2) |
Ir−C(18) | 2.005(4) | C(1)−Ir−Cl | 92.7(2) |
Ir−Cl | 2.462(2) | N(3)−Ir−C1 | 91.5(1) |
N(2)-Ir−C1 | 88.1(1) | ||
N(4)−Ir−Cl | 93.0(1) | ||
C(18)−Ir−Cl | 172.1(1) | ||
N(2)−Ir−N(3) | 160.3(2) |
Complexes | λabs [nm] (ε 103 [M−1 cm−1]) | λem [nm] | Φ (Air) | τ [µs] (Air) | kr × 105 [s−1] 2 | Σknr × 105 [s−1] 2 | k[O2] × 109 [M−1 s−1] 3 | λem [nm] 77 K | τ [µs] 77 K |
---|---|---|---|---|---|---|---|---|---|
[Ir(dpyx)(ppy)Cl] 1 [57] | 258 (39.7), 285 (37.0), 353 (6.2), 369 (7.8), 399 (10.0), 417 (11.3), 455 (3.6), 492 (1.3), | 508 | 0.76 (0.02) | 1.6 (<0.10) | 4.8 | 1.5 | 4.9 | - | - |
[Pt(dpx)Cl] [65] | - | 493 *, 524, 560 | 0.49 | 3.4 | 1.4 | 1.4 | - | - | - |
7 | 262 (11.9), 293 (75.5), 314 (29.4), 327 (34.6), 339 (41.0) 349 (23.3), 368 (26.7), 403 (2.9), 440 (0.8) | 470 *, 502, 533 | 0.18 (0.11) | 1.6 (1.02) | 1.1 | 5.1 | 0.2 | 463 *, 498, 538 | 2.3 |
8 | 254 (32.1), 280 (34.5), 400 (6.6), 440 (1.9), 484 (0.7) | 505 *, 528 | 0.61 (0.10) | 0.87 (0.12) | 7.0 | 4.5 | 2.6 | 500 *, 538, 585 | 4.22 |
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Lanoë, P.-H.; Philouze, C.; Loiseau, F. Synthesis of an Electrodeficient Dipyridylbenzene-like Terdentate Ligand: Cyclometallating Ligand for Highly Emitting Iridium(III) and Platinum(II) Complexes. Organics 2023, 4, 403-416. https://doi.org/10.3390/org4030029
Lanoë P-H, Philouze C, Loiseau F. Synthesis of an Electrodeficient Dipyridylbenzene-like Terdentate Ligand: Cyclometallating Ligand for Highly Emitting Iridium(III) and Platinum(II) Complexes. Organics. 2023; 4(3):403-416. https://doi.org/10.3390/org4030029
Chicago/Turabian StyleLanoë, Pierre-Henri, Christian Philouze, and Frédérique Loiseau. 2023. "Synthesis of an Electrodeficient Dipyridylbenzene-like Terdentate Ligand: Cyclometallating Ligand for Highly Emitting Iridium(III) and Platinum(II) Complexes" Organics 4, no. 3: 403-416. https://doi.org/10.3390/org4030029