4th EucheMs chemistry congress

Monday, 27-Aug 2012
s857
chem. Listy 106, s587–s1425 (2012)
special symposium: Jam session plus Young National Winners in Bio-organic Chemistry
special symposium – iii
o - 1 2 4
StrAteGieS, deSiGn And SyntheSiS
of hiGhLy eLeCtroLuMineSCent deviCeS
MAde with A ConvenientLy SyntheSiSed
2-thienyL-2'-(1h-PentAfLuoroPhenyL)
PyrroLe BuiLdinG BLoCKS
P. tiSovSKy 1 , v. dAnieL 1 , J. KoziSeK 2
1 Slovak University of Technology FCHPT, Department of
Organic Chemistry, Bratislava, Slovak Republic
2 Slovak University of Technology FCHPT, Institute of Physical
Chemistry and Chemical Physics, Bratislava, Slovak Republic
Synthesis of new molecules or polymers that have bipolar
transport properties and utilization of perfluoroaromatics for
molecular recognition has in recent years been an intensely
studied topic.
The convenient synthesis of substituted 2-thienyl-2'-(N-
-pentafluorophenyl)pyrrole derivatives is described from
5-substituted 2-thienylaldehydes by Stetter reaction [1] and
bromoacetyl tiophenes (yielding 1,4-dicarbonyl compounds) and
Paal-Knorr pyrrole synthesis. [2]
This molecules labeled TP NFB is composed of
triphenylamine or carbazole (known to transport holes) and
oxadiazole, triazole and pyrazine (know to transport electrons)
moieties.
Nucleophilic displacement of a single fluorine atom in
pentafluorophenyl group by azide anion affords new possibilities
for cross linking, colour incorporating, efficient photosensitive
dyes and photolabeling. The target compounds can be used as
building blocks for novel materials with optoelectronic properties
OLED, fotolabeling reagents or as photosensitizers in the
so-called “Gräetzel solar cells”. [3, 4]
Acknowledgement: This work was financially supported by
grants from the Ministry of Education of the Slovak Republic
No. 1/0660/11 1/1072/11, APVV-0202-10
references:
1. Orsini M., Chiarotto I., Sotgiu G., Inesi A.: Electrochimica
Acta 2010, 55, 3511.
2. Patterson J.M. Synthesis 1976, 281.
3. Regan B. O., Grätzel M. Nature, 1991, 353, 737.
4. Hagfeldt A., Grätzel M. Acc. Chem. Res., 2000, 33, 269.
Keywords: Synthesis design; Polymers;
special symposium – iii
4 th EucheMs chemistry congress
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retention MeChAniSM of nuCLeotideS And
their SePArAtion with the uSe of hiGh
PerforMAnCe Liquid ChroMAtoGrAPhy
S. StudzinSKA 1 , B. BuSzewSKi 1
1 Nicolaus Copernicus University Faculty of Chemistry,
Department of Environmental Chemistry and Bioanalytics
Faculty of Chemistry, Torun, Poland
Nucleotides are essential for living organisms. They take
part in many cellular and intercellular processes, playing
important regulatory functions. Their presence and quantity has
to be controlled for such purposes as: cardiovascular system
monitoring, determination biomarkers of oxidative stress,
microorganisms, cellular extracts study, erythocytes, baby foods
and human milk determination, food investigation, human
cerebrospinal fluid analysis. High performance liquid
chromatography (HPLC) became the most popular for the
determination of nucleotides. On the other hand although many
different packings materials may be used as stationary phases for
RP HPLC, generally only octadecyl phase is used for nucleotides
analysis. However the resolution and peak shapes of analyzed
compounds are often not satisfactory. For this reason the
improvement in analysis of nucleic acids components by RP
HPLC is of great importance. The simplest way to achieve it, is
to change mobile phase composition or stationary phase type.
The main goal of the study was to test variety of HPLC
columns to chose the best one for the analysis of polar nucleotides.
Two octadecyl columns were used, differing in the carbon load.
On the other hand also medium polarity packing material
have been utilized, namely: alkylamide, cholesterol and
alkyl-phosphate. Phenyl stationary phase was also investigated.
Most of these material have been utilized in the separation of
nucleotides for the first time. The special attention was paid to the
influence of mobile phase buffer pH, since this may be important
parameter controlling resolution of nucleotides. Such systematic
studies concerning the influence of pH on the retention of
nucleotides on specific packings materials was performed for the
first time. Obtained results allowed for the selection of the best
stationary phase for the separation of nucleotides.
Acknowledgements: Financial support was provided by the
National Science Center (Cracow, Poland) under grant
No. 2011/01/D/ST4/04142.
Keywords: high performance liquid chromatography;
nucleotides; stationary phase;
AUGUst 26–30, 2012, PrAGUE, cZEcH rEPUbLIc