Organometallic Ir(<scp>iii</scp>) complexes: post-synthetic modification, photophysical properties and binuclear complex construction

Gitlina, Anastasia Yu.; Khistiaeva, Viktoria; Melnikov, Alexei S.; Ivonina, Maria V.; Sizov, V. V.; Spiridonova, Dar’ya V.; Макарова, Анна A.; Vyalikh, D. V.; Grachova, Elena V.

doi:10.1039/d3dt00901g

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“…However, in contrast to previous studies on nonchain bidentate ligands such as ppy and pq-Ir(III) complexes, the synthesis yield of [Ir( L1a )(MeCN) 2 ](PF 6 ) was comparatively lower at 35%, akin to that of complex B at 33.4% (refer to Scheme ). This reduced yield can be attributed to the flexible nature of the two pq arms in the L1a ligand, which is spatially distant and exhibits significant thermodynamic oscillation that is not conducive to the formation of mononuclear complexes. , …”

Section: Resultsmentioning

confidence: 99%

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Template Synthesis of Cyclometalated Macrocycle Iridium(III) Complexes Based on Photoinduced C–N Cross-Coupling Reactions In Situ

Huang,

Zhou,

Liu

et al. 2024

ACS Omega

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The synthesis of metal macrocycle complexes holds paramount importance in coordination and supramolecular chemistry. Toward this end, we report a new, mild, and efficient protocol for the synthesis of cyclometalated macrocycle Ir(III) complexes: [Ir(L1)](PF6) (1), [Ir(L2)](PF6) (2), and [Ir(L3)](PF6) (3), where L1 presents 10,17-dioxa-3,6-diaza-2(2,8),7(8,2)-diquinolina-1,8(1,4)-dibenzenacyclooctadecaphane, L2 is 10,13,16,19,22,25-hexaoxa-3,6-diaza-2(2,8),7(8,2)-diquinolina-1,8(1,4)-dibenzenacyclohexacosaphane, and L3 is 4-methyl-10,13,16,19,22,25-hexaoxa-3,6-diaza-2(2,8),7(8,2)-diquinolina-1,8(1,4)-dibenzenacyclohexacosaphane. This synthesis involves the preassembly of two symmetric 2-phenylquinoline arms into C-shape complexes, followed by cyclization with diamine via in situ interligand C–N cross-coupling, employing a metal ion as a template. Moreover, the synthetic yield of these cyclometalated Ir(III) complexes, tethered by an 18-crown-6 ether-like chain, is significantly enhanced in the presence of K+ ion as a template. The resultant cyclometalated macrocycle Ir(III) complexes exhibit high stability, efficient singlet oxygen generation, and superior catalytic activity for the aerobic selective oxidation of sulfides into sulfoxides under visible light irradiation in aqueous media at room temperature. The photocatalyst 2 demonstrates recyclability and can be reused at least 10 times without a significant loss of catalytic activity. These results unveil a new and complementary approach to the design and in situ synthesis of cyclometalated macrocycle Ir(III) complexes via a mild interligand-coupling strategy.

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Section: Resultsmentioning

confidence: 99%

“…6b This reduced yield can be attributed to the flexible nature of the two pq arms in the L1a ligand, which is spatially distant and exhibits significant thermodynamic oscillation that is not conducive to the formation of mononuclear complexes. 6c , 21 …”

Section: Resultsmentioning

confidence: 99%

Template Synthesis of Cyclometalated Macrocycle Iridium(III) Complexes Based on Photoinduced C–N Cross-Coupling Reactions In Situ

Huang,

Zhou,

Liu

et al. 2024

ACS Omega

View full text Add to dashboard Cite

show abstract

Organometallic Ir(iii) complexes: post-synthetic modification, photophysical properties and binuclear complex construction

Abstract: Two methods of post-synthetic modification (Suzuki coupling and CuAAC click-reaction) were applied to Ir(III) complexes [Ir(C^N)2N^N]+ to provide the second highly selective donor site. One family of functionalized complexes was...

Cited by 1 publication

References 79 publications

Template Synthesis of Cyclometalated Macrocycle Iridium(III) Complexes Based on Photoinduced C–N Cross-Coupling Reactions In Situ

Template Synthesis of Cyclometalated Macrocycle Iridium(III) Complexes Based on Photoinduced C–N Cross-Coupling Reactions In Situ

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