CN105936669B - One kind being based on the porous super-molecule assembling body and preparation method thereof of cucurbit [8] urea - Google Patents
One kind being based on the porous super-molecule assembling body and preparation method thereof of cucurbit [8] urea Download PDFInfo
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Abstract
One kind being based on the porous super-molecule assembling body of cucurbit [8] urea, and construction unit is with cucurbit [8] urea main body (CB [8]), using six substituted naphthyl imidazole salts [Ru(bpy)2(dppzi)s as object (SIMRu (bpy)3, the binary supramolecular aggregation constructed by Subjective and Objective bonding action simultaneously can effectively adsorb a plurality of types of anionic compounds in water.The invention has the advantages that the assembly is combined with negatively charged anion by exchanging for counter ion counterionsl gegenions by electrostatic interaction, and the super-molecule assembling body can be stabilized in water, anionic compound is avoided to escape from solid assembly, adsorption efficiency with higher；Due to the presence of multivalence positive charge in guest molecule, keep it very fast to the adsorption rate of anion, can rapidly remove the anionic compound in water；Its preparation process is simple, easy to implement and the cost of material is low, has broad application prospects in the removing of anionic pollutant in water.
Description
Technical field
The present invention relates to solid material adsorption technology, especially a kind of porous super-molecule assembling body for being based on cucurbit [8] urea
And preparation method thereof.
Background technique
By bottom-to-top method construct supermolecule nano structure usually will in conjunction with construct between primitive from group behavior.
And self assembly this process is a kind of description to bioprocess earliest, has become supramolecular chemistry and materials chemistry neck at present
Domain one kind is very important to construct means.In the past few decades, functionality is constructed by way of Supramolecular self assembly to receive
Rice material becomes the target that supramolecular chemistry worker untiringly struggles.It is this kind of by constructing the special designing of primitive to small molecule
Supermolecule nano assembly can be used for the fields such as drug delivery, genophore, sensing, catalysis.A variety of noncovalent interaction power quilts
For constructing supermolecule nano structure, including hydrogen bond, pi-pi accumulation, the effect of metal organic coordination, host-guest interaction etc., and
Host-guest interaction is usually several non-total by Van der Waals (van der Waals) power, hydrophobic interaction, size matching etc.
Synergistic effect between valence interaction force.Metastable supermolecule nano structure is constructed to usually require to possess between Subjective and Objective
Stronger interaction force.In order to make supermolecule nano structure have special functional application, generally require to assembling primitive into
The special functional modification of row.In several frequently seen macrocyclic host (such as crown ether, cyclodextrin, calixarenes, Cucurbituril, column aromatic hydrocarbons)
In, Cucurbituril is a kind of symmetrical configuration, the rigid host molecule having relatively by force, with neutral and electropositive guest molecule compared with strong bonding.
Therefore, Cucurbituril molecule is widely used in the identification of biomolecule and constructing for supermolecule nano assembly.Although cucurbit
[8] urea is successfully applied to the bonding of a variety of guest molecules and constructing for super-molecule assembling body, but passes through cucurbit [8] urea at present
The Supramolecular Assembling system majority constructed concentrates on solution state or is only limitted to the research of soft material, and cucurbit [8] urea is constructed
Super-molecule assembling body is relatively fewer as the report that solid material is applied.We choose more pyridine rutheniums as core skeleton, are based on
The full modificationization of bipyridine ligand progress is synthesized one six with this and taken by the hexa-coordinate octoploids structure of central transition metal ruthenium, trial
The functional monomer in generation constructs a porous functionality to the hinge effect of substituent group 1:2 followed by cucurbit [8] urea
Super-molecule assembling body.
Summary of the invention
The purpose of the present invention is analyzing in view of the above technology and there are problem, provide a kind of porous based on cucurbit [8] urea
Super-molecule assembling body and preparation method thereof, the assembly are based on bonding of cucurbit [8] urea to the 1:2 of substituent group naphthalene imidazole salts
Effect, can construct block-like super-molecule assembling body in water, and can be after the solvent volatilization in the assembly is complete
The effective absorption that this solid material is applied to a variety of anion in aqueous solution that is stabilized, therefore can be convenient in water.
Technical solution of the present invention:
One kind being based on the porous super-molecule assembling body of cucurbit [8] urea, and construction unit is with cucurbit [8] urea main body (CB
[8]), using six substituted naphthyl imidazole salts [Ru(bpy)2(dppzi)s as object [SIMRu (bpy)3], pass through Subjective and Objective bonding action structure
The binary supramolecular aggregation built simultaneously can effectively adsorb a plurality of types of anionic compounds in water, wherein cucurbit [8] urea
Chemical molecular formula is C48H48N32O16, the chemical molecular formula of six substituted naphthyl imidazole salts [Ru(bpy)2(dppzi)s is
C121H105Cl8N18The structure of Ru, the aggregation construction unit are as follows:
When CB [8]: SIMRu (bpy)3Hydration kinetics partial size when for 3:1 in water is 138.2nm, surface potential is+
44mV。
A kind of preparation method of the porous super-molecule assembling body based on cucurbit [8] urea, comprising the following steps:
1) 4,4 '-dibromomethylene -2,2 '-bipyridyls and naphthalene imidazoles are dissolved in acetonitrile, heating reflux reaction 12h,
Ether is added after cooling into reaction solution will generate white solid, and solid will be precipitated and be filtered, washed, dry, obtain double naphthalenes
Imidazole salts bipyridine ligand；
2) by double naphthalene imidazole salts bipyridine ligands and Ru (DMSO)4Cl2Be added in ethyl alcohol be protected from light, nitrogen protection item
Flow back 12h under part, and solvent is removed under reduced pressure after reaction, obtains residue；
3) above-mentioned residue is dissolved in secondary water, the saturated aqueous solution that ammonium hexafluorophosphate is then added thereto extremely precipitates
It does not regenerate, solid is dissolved in acetone after filtering obtained solid is washed, dried, then by the saturation of tetrabutylammonium chloride
Acetone soln is added in above-mentioned solution, will have a large amount of Chinese red precipitating to generate at this time, through filtering and with after acetone washing, is used
To be recrystallized to give six substituted naphthyl imidazole salts of Chinese red solid product three times more for the ether/ethanol mixed solvent that volume ratio is 9:1
Pyridine ruthenium complex；
4) above-mentioned six substituted naphthyls imidazole salts [Ru(bpy)2(dppzi) is soluble in water, cucurbit [8] urea ultrasound is then added
It makes it completely dissolved, obtains assembling liquid solution, which is dried at room temperature, solid-like is made and is based on cucurbit [8]
The porous super-molecule assembling body of urea.
4,4 '-dibromomethylenes -2,2 '-bipyridyl in the step 1), naphthalene imidazoles, acetonitrile and ether amount ratio be
1mmol:2.2mmol:20mL:250mL.
Double naphthalene imidazole salts bipyridine ligands, Ru (DMSO) in the step 2)4Cl2Amount ratio with ethyl alcohol is
3.52mmol:1mmol:5mL.
Residue in the step 3), secondary water, the saturated aqueous solution of ammonium hexafluorophosphate, acetone and tetrabutylammonium chloride
The amount ratio for being saturated acetone soln is 1mmol:10mL:4mL:10mL:4mL.
The amount ratio of six substituted naphthyl imidazole salts [Ru(bpy)2(dppzi)s, water and cucurbit [8] urea is in the step 4)
3mmol:1000mL:1mmol.
A kind of application of the porous super-molecule assembling body based on cucurbit [8] urea, for multiple types yin in aqueous solution
The absorption of ionic compound, the method is as follows:
Solid super-molecule assembling body obtained is added in the aqueous solution of anionic compound, anion and solid oversubscription
The amount ratio of sub- assembly is 1.5x10-4It can be by the Anion-adsorption in water to solid after mmol:1mg, standing 25-150min
In assembly.
The invention has the advantages that can should effectively pass through electrostatic phase based on the porous super-molecule assembling body of cucurbit [8] urea
Interaction and negatively charged anion are combined by exchanging for counter ion counterionsl gegenions, and the super-molecule assembling body in water can be with
It is stabilized, anionic compound is avoided to escape from solid assembly, adsorption efficiency with higher；Due in guest molecule
The presence of multivalence positive charge keeps it very fast to the adsorption rate of anion, can rapidly remove the anionic compound in water；
The preparation process of the aggregation is simple, easy to implement and the cost of material is low, has in the removing of anionic pollutant in water wide
Wealthy application prospect.
Detailed description of the invention
Fig. 1 is the synthetic route chart of six substituted naphthyl imidazole salts [Ru(bpy)2(dppzi) of guest molecule.
Fig. 2 is particle diameter distribution and surface potential of the super-molecule assembling body under solution state.
Fig. 3 is the ultraviolet and fluorescence spectrum of guest molecule and assembly.
Fig. 4 is the transmission electron microscope and laser confocal imaging figure of solid assembly.
Fig. 5 is the thermogravimetric analysis figure of solid assembly.
Fig. 6 is preparation and the absorption schematic diagram of solid assembly.
Fig. 7 is the UV absorption standard curve of six kinds of anionic compounds.
Fig. 8 is that solid super-molecule assembling body changes over time curve to the absorption of six kinds of anion.
Fig. 9 is adsorption saturation curve of the solid super-molecule assembling body to four kinds of anion.
Figure 10 is solid assembly to the laser confocal imaging figure after the absorption of 8- hydroxyl pyrene -1,3,6- sodium trisulfonate.
Specific embodiment
Below by example, the present invention is described further.
Embodiment:
One kind being based on the porous super-molecule assembling body of cucurbit [8] urea, and construction unit is with cucurbit [8] urea main body (CB
[8]), using six substituted naphthyl imidazole salts [Ru(bpy)2(dppzi)s as object [SIMRu (bpy)3], pass through Subjective and Objective bonding action structure
The binary supramolecular aggregation built simultaneously can effectively adsorb a plurality of types of anionic compounds in water, wherein cucurbit [8] urea
Chemical molecular formula is C48H48N32O16, the chemical molecular formula of six substituted naphthyl imidazole salts [Ru(bpy)2(dppzi)s is
C121H105Cl8N18The structure of Ru, the aggregation construction unit are as follows:
When CB [8]: SIMRu (bpy)3Hydration kinetics partial size when for 3:1 in water is 138.2nm, surface potential is+
44mV。
A kind of preparation method of the porous super-molecule assembling body based on cucurbit [8] urea, comprising the following steps:
1) by 4,4 '-dibromomethylenes -2,2 '-bipyridyl 67.98mg (0.2mmol) and naphthalene imidazoles 91.56mg
(0.44mmol) is dissolved in 4mL acetonitrile, heating reflux reaction 12h, and 200mL ether, which is added, into reaction solution after cooling to produce
Raw white solid, will be precipitated solid filtering, and washing is dried to obtain double naphthalene imidazole salts bipyridine ligands；
2) by above-mentioned double naphthalene imidazole salts bipyridine ligand 200mg (0.264mmol) and Ru (DMSO)4Cl2 36.5mg
(0.075mmol) is added in 3mL ethyl alcohol, be protected from light, nitrogen protection under the conditions of flow back 12h, be removed under reduced pressure after reaction molten
Agent obtains residue；
3) above-mentioned residue is dissolved in 10mL secondary water, the saturated aqueous solution of ammonium hexafluorophosphate then is added extremely thereto
Precipitating does not regenerate, and solid is dissolved in 10mL acetone by mistake filter solid after washing, drying, then by 166mg
The saturation acetone soln of (0.597mmol) tetrabutylammonium chloride is added in above-mentioned solution, will have a large amount of Chinese red to sink at this time
Form sediment generate, filter and with after acetone washing, the ether/ethanol mixed solvent for being 9:1 with volume ratio is recrystallized to give Exocarpium Citri Rubrum three times
Six substituted naphthyl imidazole salts [Ru(bpy)2(dppzi) of color solid product, yield 70%.
Six substituted naphthyl imidazole salts [Ru(bpy)2(dppzi) SIMRu (bpy) of detection display preparation3Nuclear-magnetism and mass spectrum table
It levies as follows:1H NMR(400MHz,D2O) δ 9.00 (s, 1H), 8.19 (s, 1H), 7.62 (d, J=5.9 Hz, 1H), 7.60 (d, J
=8.3Hz, 1H), 7.52 (d, J=8.5Hz, 1H), 7.39-7.37 (m, 2H), 7.35 (t, J=1.9Hz, 1H), 7.29-
7.24(m,2H),7.19–7.15(m,2H),7.06–7.02(m,1H), 5.42(s,2H),5.30(s,2H).13C NMR
(100MHz,D2O)δ156.8,152.3,145.4,132.6, 132.5,131.1,128.9,127.7,127.4,127.1,
127.0,126.9,126.6,125.3,123.2,123.2, 123.2,123.1,53.0,50.9.HRMS(ESI)m/z[M–
8Cl-–5H+]3+Anal.calcd for C120H97N18Ru3+630.5729,found 630.5733。
Fig. 1 is the synthetic route chart of six substituted naphthyl imidazole salts [Ru(bpy)2(dppzi)s.
4) above-mentioned six substituted naphthyls imidazole salts [Ru(bpy)2(dppzi) 21.8mg (0.01mmol) is dissolved in 10mL water,
Then cucurbit [8] urea 39.9mg (0.03mmol) ultrasound is added to make it completely dissolved, obtains assembling liquid solution, the assembly is molten
Liquid dries at room temperature, and the porous super-molecule assembling body that solid-like is based on cucurbit [8] urea is made.
Fig. 2 is particle diameter distribution and surface potential of the super-molecule assembling body under solution state.In figure: (a) Supramolecular Assembling
The dynamic light scattering of body, (b) the zeta potential of super-molecule assembling body.Show in figure: assembly average grain diameter in aqueous solution
For 138.2nm, zeta potential is shown: the assembly surface potential is+44mV.
Fig. 3 is the ultraviolet and fluorescence spectrum of guest molecule and assembly.In figure: (a) guest molecule and super-molecule assembling body
Ultra-violet absorption spectrum, (b) fluorescence emission spectrum of guest molecule and super-molecule assembling body.
Fig. 4 is the transmission electron microscope and laser confocal imaging figure of solid assembly, in figure: (a) transmission of solid assembly
Electron microscope, (b) transmission electron microscope picture of solution state assembly, (c) the Laser scanning confocal microscopy figure of solid assembly are (d) solid
The local laser confocal microscopic image front view of body assembly, (e) the local laser confocal microscopic image of solid assembly
Left view, (f) the local laser confocal microscopic image top view of solid assembly.Show in figure: solid-state assembly is size
Biggish club shaped structure, for the nanometer rods width within the scope of 100-600nm, length is other in the micron-scale, and the club shaped structure has
There is very strong red fluorescence.
Fig. 5 is the thermogravimetric analysis figure of solid assembly, is shown in figure: the solid has extraordinary high temperature resistant property, it
The stability of structure can be kept at 366 DEG C or less.
A kind of application of the prepared porous super-molecule assembling body based on cucurbit [8] urea, for multiple types in aqueous solution
The absorption of type anionic compound, the method is as follows:
1mg solid super-molecule assembling body is added in the aqueous solution for the anionic compound that concentration is 0.05mmol, is led to
Cross the remaining content of anion in ultra-violet absorption spectrum real-time monitoring aqueous solution.
Fig. 6 is preparation and the absorption schematic diagram of solid assembly.
Fig. 7 is sodium indigotindisulfonate, tetrasulfonic acid porphyrin, fluorescein sodium, 8- hydroxyl pyrene -1,3,6- trisulfonic acid trisodium salt, 9-
The UV absorption standard curve of six kinds of anionic compounds of anthroic acid sodium and coumarin-3-carboxy acid's sodium.
Concrete application effect:
The solid powder of 1mg super-molecule assembling body is added in the aqueous solution for the determinand that concentration is 0.05mmol, so
The content of remaining anionic compound in ultra-violet absorption spectrum monitoring different time points solution is utilized afterwards.For dianion chemical combination
For object sodium indigotindisulfonate (Fig. 8 a), after 2min is added in supermolecule solid assembly, the sodium indigotindisulfonate that is adsorbed
Amount reach 45%, absorption basically reaches balance after the time to be adsorbed extends to 30min, and absorption total amount is 95%, slotting from Fig. 8 a
It can understand to see in figure, it is to be adsorbed to reach after balance that the color of sodium indigotindisulfonate disappears substantially in solution；
For larger-size four charged molecules tetrasulfonic acid sodium porphyrin, tetrasulfonic acid sodium porphin is added in supermolecule solid assembly
Adsorbance in the aqueous solution of quinoline after 2min is 10%, and the time that absorption reaches balance is 60min.It can from the illustration of Fig. 8 b
To see that absorption reaches the faint yellow basic disappearance of the tetrasulfonic acid sodium porphyrin solution after balancing；
Supermolecule solid assembly is added in the aqueous solution of fluorescein sodium after 2min, assembly is for fluorescein sodium
Adsorbance reach 60%, the time that absorption reaches balance is 30min, and assembly is for the adsorbance of fluorescein sodium when balance
93%.Equally, when absorption reaches balance, the yellow solution of fluorescein sodium becomes colorless (illustration 8c)；
It is water-soluble when its is added in supermolecule solid assembly for 6- trisulfonic acid trisodium system for 8- hydroxyl pyrene -1,3
After liquid 2min (Fig. 8 d), assembly reaches 70% to the adsorbance of pyrene sodium sulfonate, and the time of adsorption equilibrium has only used 17min,
And adsorbance reaches 97% when balancing；
For single charge anions 9- anthroic acid sodium (Fig. 8 e), when the supermolecule solid assembly is added to 9- anthracene
In the aqueous solution of sour sodium after 2min, solid assembly is 60% to the adsorbance of 9- anthroic acid sodium, and absorption reaches the time of balance
For 20min, assembly is 92% to the adsorbance of anion when balance；
For single charge coumarin-3-carboxy acid sodium (Fig. 8 f), when adsorption time is 15min, absorption be can reach flat
Weighing apparatus, solid is 72% to the adsorbance of anion when balance.
On the whole, supermolecule solid assembly is to the absorption of anion and molecule itself institute charge number, anion
Size, anionic conjugate system size have substantial connection.That is anion size is smaller, and assembly gets over its adsorption rate
Fastly；In the case where adjoining dimensions, the anion institute charge number the more more are easy to be adsorbed；Identical, the ruler in anionic charge number
It is very little in OK range when, molecular conjugation system is bigger, and assembly is higher to its adsorption efficiency.
Fig. 8 is that solid super-molecule assembling body changes over time curve to the absorption of six kinds of anion.
Fig. 9 is adsorption saturation curve of the solid super-molecule assembling body to four kinds of anion, is shown in figure: solid assembly pair
In the coumarin-3-carboxy acid's sodium, fluorescein sodium, 8- hydroxyl pyrene -1,3,6- trisulfonic acid trisodium salt and four sulphurs that have different charge numbers
When the absorption of sour four kinds of anionic compounds of sodium porphyrin reaches saturation, the molar ratio of anion and multi-arm pyridine ruthenium monomer is respectively
0.75:1,2.6:1,2.3:1 and 1.25:1.
Figure 10 is solid assembly to 8- hydroxyl pyrene -1,3, the laser confocal imaging figure after the absorption of 6- sodium trisulfonate, figure
In show: rodlike assembly also shows 8- hydroxyl in addition to there is the red fluorescence (Figure 10 a) of stronger [Ru(bpy)2(dppzi)
The blue-fluorescence (Figure 10 b) of base pyrene -1,3,6- trisulfonic acid trisodium.And 8- hydroxyl is clear that by 3D scanning imagery
Pyrene -1,3, the blue-fluorescence of 6- trisulfonic acid trisodium not only shows solid assembly surface, but implements in entire assembly
Internal (Figure 10 d, e).
Claims (7)
1. the porous super-molecule assembling body that one kind is based on cucurbit [8] urea, it is characterised in that: construction unit is with cucurbit [8] urea main body
(CB [8]), using six substituted naphthyl imidazole salts [Ru(bpy)2(dppzi)s as object [SIMRu (bpy)3], it is bonded and is made by Subjective and Objective
A plurality of types of anionic compounds in water can be adsorbed with the binary supramolecular aggregation constructed and effectively, wherein cucurbit [8]
The chemical molecular formula of urea is C48H48N32O16, the chemical molecular formula of six substituted naphthyl imidazole salts [Ru(bpy)2(dppzi)s is
C121H105Cl8N18The structure of Ru, the aggregation construction unit are as follows:
When CB [8]: SIMRu (bpy)3Hydration kinetics partial size when for 3:1 in water is 138.2nm, and surface potential is+44mV.
2. a kind of preparation method of the porous super-molecule assembling body based on cucurbit [8] urea as described in claim 1, it is characterised in that
The following steps are included:
1) 4,4 '-dibromomethylene -2,2 '-bipyridyls and naphthalene imidazoles are dissolved in acetonitrile, heating reflux reaction 12h, it is cooling
Ether, which is added, in backward reaction solution will generate white solid, and solid will be precipitated and be filtered, washed, dry, obtain double naphthalene imidazoles
Salt bipyridine ligand；
2) by double naphthalene imidazole salts bipyridine ligands and Ru (DMSO)4Cl2Be added in ethyl alcohol be protected from light, nitrogen protection under the conditions of
Flow back 12h, and solvent is removed under reduced pressure after reaction, obtains residue；
3) above-mentioned residue is dissolved in secondary water, the saturated aqueous solution extremely precipitating of ammonium hexafluorophosphate is then added thereto no longer
It generates, solid is dissolved in acetone after filtering obtained solid is washed, dried, then by the saturation acetone of tetrabutylammonium chloride
Solution is added in above-mentioned solution, will be had a large amount of Chinese red precipitating to generate at this time, and through filtering and with after acetone washing, be used volume
It is recrystallized to give pyridine more than six substituted naphthyl imidazole salts of Chinese red solid product three times than the ether/ethanol mixed solvent for 9:1
Ruthenium complex；
4) above-mentioned six substituted naphthyls imidazole salts [Ru(bpy)2(dppzi) is soluble in water, cucurbit [8] urea ultrasound, which is then added, makes it
It is completely dissolved, obtains assembling liquid solution, which is dried at room temperature, solid-like is made and is based on cucurbit [8] urea
Porous super-molecule assembling body.
3. the preparation method of the porous super-molecule assembling body based on cucurbit [8] urea according to claim 2, it is characterised in that:
4,4 '-dibromomethylenes -2,2 '-bipyridyl in the step 1), naphthalene imidazoles, acetonitrile and ether amount ratio be 1mmol:
2.2mmol:20mL:250mL.
4. the preparation method of the porous super-molecule assembling body based on cucurbit [8] urea according to claim 2, it is characterised in that:
Double naphthalene imidazole salts bipyridine ligands, Ru (DMSO) in the step 2)4Cl2Amount ratio with ethyl alcohol is 3.52mmol:1mmol:
5mL。
5. the preparation method of the porous super-molecule assembling body based on cucurbit [8] urea according to claim 2, it is characterised in that:
The saturation acetone of residue, secondary water, the saturated aqueous solution of ammonium hexafluorophosphate, acetone and tetrabutylammonium chloride in the step 3)
The amount ratio of solution is 1mmol:10mL:4mL:10mL:4mL.
6. the preparation method of the porous super-molecule assembling body based on cucurbit [8] urea according to claim 2, it is characterised in that:
The amount ratio of six substituted naphthyl imidazole salts [Ru(bpy)2(dppzi)s, water and cucurbit [8] urea is 3mmol in the step 4):
1000mL:1mmol.
7. a kind of application of the porous super-molecule assembling body based on cucurbit [8] urea as described in claim 1, it is characterised in that: use
The absorption of multiple types anionic compound in aqueous solution, the method is as follows:
Solid super-molecule assembling body obtained is added in the aqueous solution of anionic compound, anion and solid oversubscription subgroup
The amount ratio for filling body is 1.5x10-4Mmol:1mg can assemble the Anion-adsorption in water to solid after standing 25-150min
In body.
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|---|---|---|---|---|
| CN104086691A (en) * | 2014-07-18 | 2014-10-08 | 山东大学 | Method for preparing polymer containing cucurbituril structure |
| CN105061775A (en) * | 2015-08-09 | 2015-11-18 | 大连理工大学 | Method for assembling and preparing novel organic solid fluorescent material by cucurbituril anions |
-
2016
- 2016-05-17 CN CN201610325076.0A patent/CN105936669B/en not_active Expired - Fee Related
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104086691A (en) * | 2014-07-18 | 2014-10-08 | 山东大学 | Method for preparing polymer containing cucurbituril structure |
| CN105061775A (en) * | 2015-08-09 | 2015-11-18 | 大连理工大学 | Method for assembling and preparing novel organic solid fluorescent material by cucurbituril anions |
Non-Patent Citations (3)
| Title |
|---|
| "Fluorescent supramolecular polypseudorotaxane architectures with Ru(II)/tri(bipyridine) centers as multifunctional DNA reagents";Wen Zhang, et al.;《Chem. Commun》;20150915;第51卷;第16127-16130页 |
| "Host-Guest Chemistry and Light Driven Molecular Lock of Ru(bpy)3-Viologen with Cucurbit[7-8]urils";Shiguo Sun,et al.;《J. Phys. Chem. B》;20071026;第111卷;第13357-13363页 |
| "Isolated Supramolecular [RuACHTUNGTRENUNG(bpy)3]–Viologen–[RuACHTUNGTRENUNG(bpy)3] Complexes with Trapped CBACHTUNGTRENUNG[7,8] and Photoinduced Electron-Transfer Study in Nonaqueous Solution";Thitinun Karpkird Monhaphol,et al.;《Chem. Eur. J.》;20111231;第17卷;第11604-11612页 |
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