Laboratórium heterocyklov (Prof. Pavol Zahradník)

Research is directed to design, synthesis and study of heterocyclic compounds ( namely benzothiazole derivatives) with nonlinear optical properties. The attraction of such type of compounds lies in possible applications in various fields of optoelectronics: modulation of laser light frequency, organic semiconductors, OLED-diodes, photodynamic anticancer therapy, a.s.o.
The original methods of synthesis of new benzothiazole derivatives with dipolar, quadrupolar and octupolar symmetry have been developed. The prepared compounds showed an enhanced nonlinear optical response and high value of two photon absorption cross-section. The effective molecular structure is predicted on the base of quantum-chemical calculations. The special laser measurements of optoelectronic properties are realised in the collaboration with International Laser Center in Bratislava, University in Leuwen (Belgium) and University in Patras (Greece).

 

 

Prof. Zahradník

e-mail: zahradnik(at)fns.uniba.sk 
phone: +421-2-60296342
Address:
Department of Organic Chemistry
Faculty of Natural Sciences
Comenius University
Mlynska dolina CH-2
842 15 Bratislava, Slovakia

Curriculum vitae

Born: 18. September 1944 in Trenčín
High School: 1958-1962 in Trenčín
Graduated:  1967, Faculty of Natural Sciences, Comenius University, Bratislava, chemistry
PhD.:  1977 organic chemistry, supervisor Assoc. Prof. Jaroslav Leška, Faculty of Natural Sciences, Comenius University Bratislava
Assoc. Prof.  1989, Faculty of Natural Sciences, Comenius University Bratislava
DrSc.   2002, Comenius University Bratislava
Full Professor  2004, Faculty of Natural Sciences, Comenius University,Bratislava

Teaching

Organic Chemistry (basic course) for chemists, biochemists, teachers (combinations with chemistry), computational Chemistry and Molecular Modelling, New Trends in Organic Chemistry

Research Interests

Chemistry of Heterocycles (benzothiazole), Computational Chemistry, Nonlinear optics,
Biological Activity

 

 

Členovia

Prof. RNDr. Pavol Zahradník, DrSc.
Doc. RNDr. Peter Magdolen, PhD.
PharmDr. Ivica Sigmundová, PhD.
Mgr. Andrea Martinická, PhD. (rod. Fülöpová)

PhD. students

Mgr. students
Bc. Jozef Mendel
Bc. Katarína Odzganová
Bc. Patrik Osuský
Bc. Martina Šebestová

Bc. students

Former members and collaborators
RNDr. Mária Michálková Nečedová, PhD.
Mgr. Alexandra Čibová, PhD.
Ing. Kristína Plevová, PhD.
RNDr. Dušan Loos, CSc.
Mgr. Veronika Hrobáriková, PhD.
Mgr. Peter Hrobárik, PhD.
Mgr. Marek Cigáň, PhD.
Mgr. Branislav Horváth, PhD.
RNDr. Peter Gajdoš, PhD.

 

 

Publikácie

Publications from 2000

41. Magdolen P., Zahradník P., Foltínová P. : Synthesis and Antimicrobial Activity of  New 2-Phenyletinylbenzothiazoles and Related Salts.
Arzneim.Forsch./ Drug Res. 50, 1023-1027 (2000)

42. Magdolen P., Zahradník P., Foltínová P. Synthesis , Antimicrobial Testing and QSAR Study of New 2-Phenyletenylbenzothiazolium Salts Substituted by Cyclic Amines.
Pharmazie 55, 803-810 (2000)

43. Kóňa J., Fabian W.M.F., Zahradník P.: Ab initio and DFT study on the mechanism of ring-opening reactions of 4H-1- benzopyran-4-one with hydroxide ion.
J. Chem. Soc., Perkin Trans. 2, 422-426 (2001)
 
44. Kóňa J., Zahradník P. , Fabian W.M.F. :Nucleophilic Substitution at Vinylic Carbon Atom by Hydroxide Ion: Ab Initio and DFT Studies on Methoxyethene, 3-Methoxypropenal, 2,3-Dihydro-4H-pyran-4-one and 4H-Pyran-4-one.
J. Org. Chem. 66, 4998-5007 (2001)

45. Buffa R, Zahradnik P, Foltinova P.: Computer aided benzothiazole derivatives. Synthesis, structure and biological study of new push-pull conjugated benzothiazolium salts.
Heterocycl. Commun. 7, 331-336 (2001)

46. Gáplovský A., Donovalová J., Magdolen P., Toma Š., Zahradník P. : Spectroscopic study of 2-[2-(4-cyclaminophenyl)ethen-1-yl] benzothiazoles and their N-allylbenzothiazolium bromides. Solvent and substituent effects on their UV/vis and fluorescence spectra.
Spectrochimica Acta Part A 58 , 363-371 ( 2002)
 
47. Zahradnik P, Buffa R.: Synthesis and theoretical study of a new type of pentacyclic bis-benzothiazolium compound.
Molecules 7, 534-539 (2002).

48. Buffa R., Zahradnik P., Foltinova P.:  Synthesis and QSAR studies of new conjugated benzothiazole derivatives.
Collect. Czech. Chem. Commun. 67, 1820-1832 (2002).

49. Kóňa J., Zahradník P., Fabian W.M.F.: Ab initio and density functional theory studies on the mechanism of nucleophilic vinylic substitution of 4H-pyran-4-one and 2-methyl-4H-pyran-4-one with ammonia.
Theor. Chem. Acc. 109, 176-181 (2003).

50. Foltínova P, Magdolen P, Zahradník P.: Inhibition of UV-induced mutagenesis in Euglena gracilis by benzothiazole derivatives.
Pharmazie 58, 360-361 (2003).

51. Hrobárik P., Zahradnik P., Fabian W.M.F. : Computational design of benzothiazole derived push-pull dyes with high molecular quadratic hyperpolarizabilities.
Phys. Chem. Chem. Phys. 6, 495-502 (2004).   

52. Hrobárik P., Sigmundová I., Zahradnik P. : Preparation of Novel Push-Pull Benzothiazole Derivatives with Reverse Polarity:  the Compounds with Potential Non-linear Optic Application
Synthesis 2005, 600-604.                  

53. Šimonová E., Henselová M., Zahradník P. : Benzothiazole Derivatives Substituted in Position 2 as Biologically Active Substances with Plant Growth Regulation Activity
Plant Soil Environ51 (11), 496-505 ( 2005 ).

54. Kóňa J., Zahradnik P., Kozmon S., Fabian W.M.F. : Role of solvents effect on nucleophilic substitution of 4H-pyran-4-one and its 2,6-dimethyl derivative with hydroxide ion in aqueous solution: ab initio and density functional theory studies on a supermolecular reaction model
J. Mol. Structure – THEOCHEM  728, 117-122 (2005).    

55. Benková Z., Černušák I., Zahradník P.: Basis set and electron correlation effects on static electric properties of 1,3-thiazoles and 1,3-benzothiazoles as potential fragments in push-pull NLO chromophores.
Mol. Phys.  104, 2011-2026 (2006).   

56. Benková Z., Černušák I., Zahradník P.: Theoretical study of electric properties of benzothiazole containing push-pull systems  as potential candidates for NLO materials.
Struct. Chem.  17, 287-300 (2006)

57. Benková Z., Černušák I., Zahradník P.: Electric Properties of Formaldehyde, Thioformaldehyde, Urea, Formamide and Thioformamide  - Post-HF and  DFT Study
Int. J. Quant. Chem. 107 , 2133-2152 (2007).   

58. Sigmundová I., Zahradník P., Loos D.: Synthesis and Study of Novel Benzothiazole Derivatives with Potential Nonlinear Optical Properties
Collection Czechoslov. Chem. Commun. 72, 1069-1093 (2007).    

59. Hrobárik P., Horváth B., Sigmundová I., Zahradník P., Malkina O.L.: The impact of the -electron  conjugation on 15N, 13C and 1H NMR chemical shifts in push-pull benzothiazolium salts. Experimental and theoretical study.
Magn. Reson. Chem. 45, 942-953 (2007).

60. Sigmundová I., Zahradník P., Magdolen P., Bujdáková H.: Synthesis and study of new antimicrobial benzothiazoles substituted on heterocyclic ring.
ARKIVOC 2008, 183-192.                                         

61. Franz E., Harper E.C., Coe B.J., Zahradník P., Clays K., Asselberghs I.: Benzothiazolium and Pyridiniums for Second-Order Nonlinear Optics
Organic Optoelectronics and Photonics III ( ed. Heremans P.L., Muccini M., Meulenkamp E.A.) Proc. SPIE 6999, 69923-1 -69923-11 (2008)

62. Zajac M., Hrobárik P., Magdolen P., Foltínová P., Zahradník P.: Donor--Acceptor Benzothiazole Derivatives with an Extended Heteroaryl-Containing Conjugated System: Synthesis, DFT Study and Antimicrobial Activity.
Tetrahedron 64, 10605-10618 (2008)                                         

63. Gajdoš P., Magdolen P., Zahradník P., Foltínová P.: New Conjugated Benzothiazole-N-oxides: Synthesis, and Biological Activity.
Molecules  14, 5382-5388 (2009)

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