Coordination chemistry of acrylamide and N-pyrazolylprapanamide: syntheses and structures [Elektronische Ressource] / von Girma Kibatu Berihie

Girma Kibatu Berihie

Coordination Chemistry of Acrylamide and N-Pyrazolylpropanamide:
Syntheses and Structures
















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Coordination Chemistry of Acrylamide and N-Pyrazolylpropanamide:
Syntheses and Structures




Dissertation


Zur Erlangung des akademischen Grades


Doctor rerum naturalium
(Dr. rer. nat.)






von Girma Kibatu Berihie, M. Sc.
geboren am 09.05.1972 in Bahir Dar, Äthiopien



Genehmigt durch die Fakultät für Verfahrens-und Systemtechnik
Der Otto-von-Guericke-Universität Magdeburg



Gutachter: Prof. Dr. rer. nat. habil. Frank T. Edelmann
Prof. Dr. rer. nat. habil. Klaus Jacob



Promotionskolloquium am 06. 12. 2006







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Dedicated to my mother and to my wife
For their love and affection
































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Acknowledgement

This thesis has been carried out under the guidance and supervision of Professor Dr.
rer. nat. habil. Frank T. Edelmann at the Institut für Chemie, Fakultät für Verfahrens- und
Systemtechnik der Otto-von-Guericke-Universität Magdeburg, between January 2003 and
August 2006.
My sincere thanks and gratitude are to
Professor Dr. rer. nat. habil. Frank T. Edelmann
for his constant guidance, motivation, suggestions, and discussions throughout this
work. I also thank him for the financial support offered through working with his group
during my stay at Magdeburg.
I thank Dr. rer. nat. Steffen Blaurock for crystallographic measurements and
refinements. I also respect the support from and discussions with Dr. rer. nat. Volker Lorenz,
Dr. rer. nat. Jochen Gottfriedsen and Dr. rer. nat. Stephan Gießmann during this research
work.
I thank Ms. Ute Gutknecht (IR Spectra measurements), Dr. rer. nat. Liane Hilfert and
Ms. Ines Sauer (NMR), Ms. Christina Jäger and Ms. Sabine Preiß (Elemental analysis) for
their timely support. Support from laboratory technicians Ms. Viola Herrmann and Marlies
Spoida and from chemical store Mr. Jens Küger and Ms. Christel Knoche are acknowledged.
The support, care and encouragement received from my wife were always tremendous.
The encouragement and financial support from Ms. Sonia and Sr. M. Cecilia in working this
thesis are gratefully acknowledged.

Girma
















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Table of contents
1. Introduction 7

1.1. Physical properties 10

1.2. Chemical properties 12

1.3. Uses 18

1.4. Toxicity 18

1.5. Scope and objectives of the present work 18

2. Results and Discussions 20

2.1. Synthesis and characterization of complexes of metal(II) chlorides with
acrylamide, [M(O-OC(NH )CH=CH ) Cl ] 20 2 2 4 2

2.1.1. Synthesis and characterization of the complex of Mn(II) chloride with acrylamide 20

2.1.2. Synthesis and characterization of the complex of Fe(II) chloride with acrylamide 22

2.1.3. Synthesis and characterization of the complexes of Co(II) chloride with acrylamide 24

2.1.4. Synthesis and characterization of the complex of Ni(II) chloride with acrylamide 27

2.1.5. Synthesis and characterization of the complex of Cu(II) chloride with acrylamide 29

2.2. Synthesis and characterization of complexes of metal(II) nitrates with
acrylamide, [ M(O-OC(NH )CH=CH ) ][NO ] or [ M(O-2 2 6 3 2
OC(NH )CH=CH ) (H O) ][NO ] 31 2 2 4 2 2 3 2

2.2.1. Synthesis and characterization of the complex of Co(II) nitrate with acrylamide 31

2.2.2. Synthesis and characterization of the complex of Ni(II) nitrate with acrylamide 33

2.2.3. Synthesis and characterization of the complex of Zn(II) n35

2.3. Synthesis and characterization of complexes of metal(II) perchlorates and
tetrafluoroborates with acrylamide,
[M(O-OC(NH )CH=CH ) ][X] (X = ClO or BF ) 38 2 2 6 2 4 4

2.3.1. Synthesis and characterization of the complex of Fe(II) perchlorate with acrylamide 38

2.3.2. Synthesis and characterization of the complex of Ni(II42

2.3.3. Synthesis and characterization of the complex of Zn(II) perchlorate with acrylamide 45

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2.3.4. Synthesis and characterization of the complex of Co(II) tetrafluoroborate with
acrylamide 47

2.3.5. Synthesis and characterization of the complex of Zn(II) tetrafluoroborate with
acrylamide 49

2.4. Synthesis and characterization of a complex of Fe(II) with acrylamide
stabilized by oxo-bridged diiron(III) chloride dianion 52

3. Synthesis and characterization of complexes of metal(II) chlorides with the
acrylamide based ligand N-pyrazolylpropanamide 54

3.1. Synthesis and characterization of N-pyrazolylpropanamide 54

3.2. Synthesis and characterization of the complex of Co(II) chloride with
N-pyrazolylpropanamide 58

3.3. Synthesis and characterization of the complex of Cu(II) chloride with
N-pyrazolylpropanamide 60

4. Summary and Outlook 63

4.1. Summary 63

4.2. Outlook 68

5. Experimental Section 70

5.1. General Procedures 70

5.2. Physical Measurements 70

5. 3. Synthesis of complexes of metal(II) chlorides with acrylamide 71

5. 4. Synthesis of complexes of metal(II) nitrates with acrylamide 75

5. 5. Synthesis of complexes of metal(II) perchlorates and tetrafluoroborates with
acrylamide 76

5.6. Synthesis of [Fe(O-acrylamide) ][Fe OCl ] 79 6 2 6

5. 7. Synthesis of N- Pyrazolylpropanamide and its complexes of metal(II) chlorides 79

6. Special Handling Procedures and Storage Requirements 82

7. Crystal Data and Refineme nt Details