Synthesis, Crystal Structure, and Photophysical Properties of Novel (Monophthalocyaninato)lanthanide Complexes Stabilized by an Organometallic Tripodal Ligand

Ke, Hanzhong; Wong, Wai Kwok; Wong, Wai Yeung; Tam, Hoi Lam; Poon, Chun Ting; Jiang, Feng-Lei

doi:10.1002/ejic.200801125

Cited by 21 publications

(19 citation statements)

References 28 publications

(23 reference statements)

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“…Axial ligand(s) substitution reaction in rare-earth complexes of aromatic macrocycles was reported for Pors [126][127][128][129], N-confused Pors [130], and Pcs [131][132][133][134][135][136][137]. In the case of singledecker Pc derivatives similar reactions were also described for zirconium, hafnium [138,139], and indium [140][141][142] complexes.…”

Section: Axial Substitution At Metal Ionmentioning

confidence: 85%

Historic overview and new developments in synthetic methods for preparation of the rare-earth tetrapyrrolic complexes

Pushkarev

Tomilova

Nemykin

2016

Coordination Chemistry Reviews

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New developments as well as a historic overview on synthetic strategies for preparation of the rare-earth complexes with porphyrins, phthalocyanines, naphthalocyanines, tetraazaporphyrins, and related systems are discussed in detail with emphasis on selective synthetic pathways for preparation of single-, double, and triple-decker architectures. 6 IntroductionAfter their discovery almost 100 years ago, phthalocyanines (Pcs) were predominantly investigated because of their industrial applications as dyes, pigments, and catalysts [1][2][3].Similarly, historically, porphyrins (Pors) were intensively studied because of their importance in mimicking biologically relevant atom-and electron-transfer processes as well as light-harvesting mechanisms associated with living cells [4][5][6]. In addition, porphyrins, phthalocyanines, and their analogues were found to be useful in applications such as redox-driven fluorescence markers and biomarkers, light-harvesting antennas for organic photovoltaics and dye sensitized solar cells, charge carriers for copiers and printers, materials for molecular electronics, as well as redoxactive components in environmental, biological, and industrial sensors as well as active components in photodynamic therapy (PDT) and boron neutron therapy (BNT) of cancer [7][8][9][10][11][12][13][14][15][16][17][18][19].In their initial attempts, researchers focused on rich coordination, redox, and magnetic properties of the metal-free, main-group, and especially transition-metal porphyrinoids. It was soon realized, however, that the rare-earth ions can form unusual systems when coupled with the phthalocyanine ligand.The first rare-earth Pcs were reported by Russian scientists Kirin and Moskalev in 1965 [20]. Kirin and Moskalev also pointed out that because of the large ionic radii and high coordination numbers of the rare-earth ions, the formation of the double-decker rare-earth phthalocyanine compounds could be achieved under specific reaction conditions [20,21]. During the next 50 years, it was confirmed that rare-earth ions are capable of the formation of phthalocyanine single-, double, and triple-decker complexes and their analogues [22][23][24][25][26][27][28][29][30][31][32][33]. One of the interesting recent discoveries was the preparation and characterization of heteronuclear (rareearth / cadmium) multiple-decker complexes, which contain up to six Pc ligands [34][35][36][37][38][39][40][41][42].

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Section: Axial Substitution At Metal Ionmentioning

confidence: 85%

Historic overview and new developments in synthetic methods for preparation of the rare-earth tetrapyrrolic complexes

Pushkarev

Tomilova

Nemykin

2016

Coordination Chemistry Reviews

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“…Molecular oxygen is a quencher of the porphyrin triplet state resulting in the production of singlet oxygen that emits at~1270 nm. 58 As shown in Fig. 6, no emission at 1270 nm was observed for 4 after bubbling oxygen through an as-prepared toluene solution.…”

Section: Photophysical Propertiesmentioning

confidence: 94%

Structure and photophysics of near-infrared emissive ytterbium(iii) monoporphyrinate acetate complexes having neutral bidentate ligands

Sykes

May

et al. 2009

Dalton Trans.

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Substitution reactions between [Yb(TPP)(OOCCH3)(CH3OH)2] (1) and neutral bidentate ligands NN led to the formation of monoporphyrinate ytterbium(III) complexes [Yb(TPP)(OOCCH3)(NN)] (TPP = 5,10,15,20-tetraphenylporphyrinate anion; NN = 4-methyl-1,10-phenanthroline (2), 1,10-phenanthroline (3), 4,7-dimethyl-1,10-phenanthroline (4), 5,6-epoxy-5,6-dihydroxy-1,10-phenanthroline (5) and 2,2'-dipyridylamine (6)). Single-crystal X-ray diffraction analysis revealed that ytterbium(III) ions in 1 and 6 were seven-coordinate with OOCCH3- in monodentate coordination, whereas those in 2, 3, 4 and 5 were eight-coordinate with OOCCH3- in bidentate coordination. The visible emission (650 and 720 nm) from the porphyrin and near-infrared (NIR) emission (980 and 1003 nm) from ytterbium(III) ion were observed for all complexes. The eight-coordinate complexes exhibited stronger NIR emission and longer lifetimes in toluene solution than the seven-coordinate complexes. The NIR emission of complexes with decreased lifetimes was also observed when they were blended into organic polymer PMMA.

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“…[33] It should be noted, that the photogeneration of singlet oxygen is typical for lanthanide phthalocyaninates. [20,34] Thus, it can be assumed that in the studied compounds the quenching of ligand phosphorescence occurs through the deactivation of the triplet state by singlet oxygen molecules, but in this research, such studies were not carried out.…”

Section: Molecular Fluorescencementioning

confidence: 99%

“…[13] Although there are many reports on the synthesis and physico-chemical properties of lanthanide complexes with phthalocyaninesanalogues of porphyrins, [14][15][16][17][18] but number of works devoted to investigation of 4f luminescence in these compounds are limited. [19][20][21] Higher thermal stability of phthalocyanines compared to porphyrins, ability of these molecules to self-assembling due to stacking interactions between aromatic rings makes them attractive for spectroscopic investigations and optical applications. From the other side sandwich lanthanide-based phthalocyaninato complexes possess a wide set of unique spectral, electrochemical, semiconductor and catalytic properties.…”

Section: Introductionmentioning

confidence: 99%

The First Example of Near-Infrared 4f Luminescence of Sandwich-Type Lanthanide Phthalocyaninates

Smola¹,

Snurnikova²,

Fadeyev³

et al. 2012

MHC

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Synthesis, Crystal Structure, and Photophysical Properties of Novel (Monophthalocyaninato)lanthanide Complexes Stabilized by an Organometallic Tripodal Ligand

Abstract: An unprecedented series of (monophthalocyaninato)lantha-

Cited by 21 publications

References 28 publications

Historic overview and new developments in synthetic methods for preparation of the rare-earth tetrapyrrolic complexes

Historic overview and new developments in synthetic methods for preparation of the rare-earth tetrapyrrolic complexes

Structure and photophysics of near-infrared emissive ytterbium(iii) monoporphyrinate acetate complexes having neutral bidentate ligands

The First Example of Near-Infrared 4f Luminescence of Sandwich-Type Lanthanide Phthalocyaninates

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