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Volumn 132, Issue 13, 2010, Pages 4710-4719

Persistent, well-defined, monodisperse, π-conjugated organic nanoparticles via G-quadruplex self-assembly

Author keywords

[No Author keywords available]

Indexed keywords

AFM; APOLAR MEDIA; BATHOCHROMIC ABSORPTION; CONCENTRATION CHANGE; CONJUGATED MOLECULES; CONJUGATED OLIGOMER; COTTON EFFECTS; EMISSION SHIFTS; FLUORESCENCE ENHANCEMENT; FUNCTIONAL MOLECULES; G-QUADRUPLEXES; G-QUARTET; GUANINE MOIETY; GUANOSINES; MONODISPERSE; ORGANIC NANOPARTICLES; ORGANIC NANOSTRUCTURES; P-PHENYLENE; PALLADIUM-CATALYZED CROSS-COUPLING REACTIONS; POTASSIUM SALTS; SELF-ASSEMBLED; SOLID SUBSTRATES; STERIC HINDRANCES;

EID: 77950793299     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja908537k     Document Type: Article
Times cited : (97)

References (73)
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    • ONPs can be prepared by rapid expansion of supercritical solutions (see ref 5a), stabilization by surfactants (refs 5b,5c), laser ablation of microcrystals (ref 5d), or by the most common reprecipitation method (see refs 6,7).
    • ONPs can be prepared by rapid expansion of supercritical solutions (see ref 5a), stabilization by surfactants (refs 5b,5c), laser ablation of microcrystals (ref 5d), or by the most common reprecipitation method (see refs 6,7). Sane, A. and Thies, M. C. J. Phys. Chem. B 2005, 109, 19688 19695
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    • Janssen, P. G. A., Ruiz-Carretero, A., González-Rodríguez, D., Meijer, E. W., and Schenning, A. P. H. J. Angew. Chem., Int. Ed. 2009, 48, 8103 8106
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    • Janssen, P.G.A.1
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    • The impressive thermodynamic and kinetic stability of this kind of assemblies has already been evidenced in a number of papers. See refs 14c-d, 16
    • The impressive thermodynamic and kinetic stability of this kind of assemblies has already been evidenced in a number of papers. See refs 14c-d, 16, and: Davis, J. T., Kaucher, M. S., Kotch, F. W., Iezzi, M. A., Clover, B. C., and Mullaugh, K. M. Org. Lett. 2004, 6, 4265 4268
    • (2004) Org. Lett. , vol.6 , pp. 4265-4268
    • Davis, J.T.1    Kaucher, M.S.2    Kotch, F.W.3    Iezzi, M.A.4    Clover, B.C.5    Mullaugh, K.M.6
  • 61
    • 77950827546 scopus 로고    scopus 로고
    • The traces of water mainly come from the residual water in the deuterated solvent and are difficult to eliminate totally
    • The traces of water mainly come from the residual water in the deuterated solvent and are difficult to eliminate totally.
  • 66
    • 77950841287 scopus 로고    scopus 로고
    • The tri(dodecyloxy)benzene wedge of compounds OPV-G2 and OPV-G3 is usually important to obtain adsorbed monolayers, and therefore compound OPV-G1 was not analyzed
    • The tri(dodecyloxy)benzene wedge of compounds OPV-G2 and OPV-G3 is usually important to obtain adsorbed monolayers, and therefore compound OPV-G1 was not analyzed.
  • 67
    • 77950846559 scopus 로고    scopus 로고
    • It is interesting to note that neither the controlled addition of sodium or potassium salts to these 1-phenyloctane or octanoic acid solutions nor the analysis of previously assembled OPV-G 8mers led to the observation of adsorbed molecules. This result is not entirely surprising in view of the increase in height of the complexed OPV-G assemblies, which would lead to longer tip-substrate distances
    • It is interesting to note that neither the controlled addition of sodium or potassium salts to these 1-phenyloctane or octanoic acid solutions nor the analysis of previously assembled OPV-G 8mers led to the observation of adsorbed molecules. This result is not entirely surprising in view of the increase in height of the complexed OPV-G assemblies, which would lead to longer tip-substrate distances.
  • 68
    • 77950789147 scopus 로고    scopus 로고
    • It has been recently demonstrated that the growth of these G-quadruplex assemblies, up to a 12mer or a 16mer, can be finely controlled in organic media by a subtle interplay between anion-complex (see refs 14,16) and anion-solvent interactions (see refs 15b,16). In particular, more polar solvents, such as acetone or acetonitrile, can stabilize more efficiently the anion in solution and tend to lead to higher complexes. Unfortunately, our OPV-G molecules were not sufficiently soluble in those solvents
    • It has been recently demonstrated that the growth of these G-quadruplex assemblies, up to a 12mer or a 16mer, can be finely controlled in organic media by a subtle interplay between anion-complex (see refs 14,16) and anion-solvent interactions (see refs 15b,16). In particular, more polar solvents, such as acetone or acetonitrile, can stabilize more efficiently the anion in solution and tend to lead to higher complexes. Unfortunately, our OPV-G molecules were not sufficiently soluble in those solvents.
  • 69
    • 77950828968 scopus 로고    scopus 로고
    • + method implemented on the Hyperchem 8.03 software package (Hypercube, Inc.) for Windows. Some of the geometrical parameters (quartet-quartet distance, position of the cation, relative orientation of quartets) were kept within the values observed in the crystal structures reported in the literature (see refs 14a,16,31). In these models, the anion was positioned on top of one of the quartets, since this leads to the shorter cation-anion distance due to the dense peripheral crowding
    • + method implemented on the Hyperchem 8.03 software package (Hypercube, Inc.) for Windows. Some of the geometrical parameters (quartet-quartet distance, position of the cation, relative orientation of quartets) were kept within the values observed in the crystal structures reported in the literature (see refs 14a,16,31). In these models, the anion was positioned on top of one of the quartets, since this leads to the shorter cation-anion distance due to the dense peripheral crowding.
  • 70
    • 77950816340 scopus 로고    scopus 로고
    • Small variations on the calculated particle height mainly come from the size of the anion employed and also from the conformation of the substituents on the G unit and the OPV tri(dodecyloxy)benzene wedge
    • Small variations on the calculated particle height mainly come from the size of the anion employed and also from the conformation of the substituents on the G unit and the OPV tri(dodecyloxy)benzene wedge.
  • 71
    • 77950843859 scopus 로고    scopus 로고
    • + cations, displayed liquid crystalline behavior in the temperature range 20-220 °C
    • + cations, displayed liquid crystalline behavior in the temperature range 20-220 °C.
  • 73
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    • More concentrated samples led to thick layers where individual nanoparticles could not be observed. However, we expect that these layers consist of assembled nanoparticles
    • More concentrated samples led to thick layers where individual nanoparticles could not be observed. However, we expect that these layers consist of assembled nanoparticles.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.