Regioselective synthesis of C60-tris- and hexakisadducts with C3v-symmetrical phosphate trismalonate addends: = Regioselektive Synthese von C60-Tris- und Hexakisaddukten mit C3v-symmetrischen Phosphattrismalonataddenden
Saved in:
| Main Author: | |
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| Format: | Thesis Book |
| Language: | English |
| Published: |
2013
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| Subjects: | |
| Online Access: | Volltext Volltext http://d-nb.info/1033029939/34 Inhaltsverzeichnis |
| Physical Description: | IX, 193 S. Ill., graph. Darst. |
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| 100 | 1 | |a Gmehling, Alexander |e Verfasser |0 (DE-588)1034828622 |4 aut | |
| 245 | 1 | 0 | |a Regioselective synthesis of C60-tris- and hexakisadducts with C3v-symmetrical phosphate trismalonate addends |b = Regioselektive Synthese von C60-Tris- und Hexakisaddukten mit C3v-symmetrischen Phosphattrismalonataddenden |c von Alexander Gmehling |
| 246 | 1 | 1 | |a Regioselektive Synthese von C60-Tris- und Hexakisaddukten mit C3v-symmetrischen Phosphattrismalonataddenden |
| 264 | 1 | |c 2013 | |
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| 502 | |a Erlangen-Nürnberg, Univ., Diss., 2013 | ||
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Record in the Search Index
| _version_ | 1804150393636126720 |
|---|---|
| adam_text | IMAGE 1
CONTENTS
1 INTRODUCTION 1
1.1 POLYHEDRA IN ORGANIC CHEMISTRY 1
1.2 STRUCTURE OF FULLERENES 4
1.3 PRODUCTION AND ISOLATION OF FULLERENES 6
1.4 PHYSICAL PROPERTIES OF C 60 7
1.4.1 SOLUBILITY 7
1.4.2 UV/VIS- AND IR-SPECTROSCOPY 8
1.4.3 MASS-SPECTROMETRY 9
1.4.4 ELECTROCHEMICAL PROPERTIES 10
1.4.5 1H-NMR SPECTROSCOPY 11
1.4.6 ,3C-NMR SPECTROSCOPY 11
1.5 FUNCTIONALIZATION AND REACTIVITY OF CE,, 12
1.5.1 GENERAL POSSIBILITIES 12
1.5.2 FULLERIDES AND ENDOHEDRALS 13
1.5.3 CAGE MODIFICATIONS 14
1.5.4 EXOHEDRAL FUNCTIONALIZATION 20
1.6 STEREOCHEMISTRY OF C 60 MULTIPLE ADDUCTS 24
1.6.1 STEREOCHEMICAL NOMENCLATURE 24
1.6.2 SYNTHESIS OF DEFINED MULTIADDUCTS 26
2 PROPOSAL 31
3 RESULTS & DISCUSSION 33
3.1 INVESTIGATIONS ON C M N 2 33
3.1.1 REPETITION OF THE SYNTHESIS 33
3.1.2 STABILITY OF C 5SN2 35
3.1.3 ELECTROCHEMICAL & EPR INVESTIGATIONS 36
VII
HTTP://D-NB.INFO/1036969592
IMAGE 2
3.2 SCREENING FOR A NOVEL TEMPLATE FOR E,E,E-TRISADDUCTS 40
3.2.1 CONCEPT 40
3.2.2 IRON-COMPLEXES 40
3.2.3 BORON-TEMPLATES 42
3.2.4 SILICON TEMPLATES 44
3.2.5 PHOSPHORUS-TEMPLATES 45
3.3 DEVELOPMENT OF A NEW TRISMALONATE SYSTEM FOR THE FORMATION OF C
W-E,E,E TRISADDUCTS 50
3.3.1 PROOF OF CONCEPT 50
3.3.2 SYNTHESIS OF NOVEL TRLSMALONATES 53
3.3.2.1 SYNTHESIS OF MALONATE ALKANOLS 53
3.3.2.2 PHOSPHATE TRLSMALONATES 55
3.3.3 FULLERENOPHOSHATE-E,E,E-TRISADDUCTS 57
3.3.3.1 SYNTHESIS OF NOVEL E,E,E-TRISADDUCTS 57
3.3.3.2 FULLERENOPHOSPHATE-E,E,E-TRISADDUCTS WITH N-PROPYLSPACER. . 57
3.3.3.3 X-RAY-CRYSTAL STRUCTURES OF INVERTED
FULLERENOPHOSPHATE-E,E,ETRLSADDUCTS 62
3.3.3.4 FULLERENOPHOSPHATE-E,E,E-TRLSADDUCTS WITH N-BUTYLSPACER . . 66
3.3.3.5 FULLERENOPHOSPHATE-E,E,E-TRISADDUCTS WITH N-PENTYL- AND N
HEXYLSPACER 69
3.3.3.6 ELECTROCHEMICAL PROPERTIES 71
3.3.3.7 ATTEMPTS FOR THE SYNTHESIS OF CHIRAL PHOSPHATE TRISMALONATES 73
3.4 DEVELOPMENT OF C 60-E,E,E-BUILDING BLOCKS 79
3.4.1 SEARCH FOR A PROPER DEPROTECTION STRATEGY 79
3.4.2 SYNTHESIS OF A HOMOLOGOUS SERIES OF E,E,E-TRISBROMIDES 81
3.5 EXTENSION TOWARDS HEXAKISADDUCTS 87
3.5.1 HEXAKISADDUCTS WITH MIXED TEMPLATES 87
3.5.2 HEXAKISADDUCT BUILDING BLOCKS 93
3.6 FURTHER FUNCTIONALIZATION OF C 60-E,E,E-TRISBROMIDES 98
3.6.1 TRANSFORMATION TO AZIDES 98
3.6.2 CUCK-REACTION WITH PHENYLACETYLENE 100
3.6.3 COMPLEXATION ATTEMPTS WITH ZN(LL) 102
3.6.4 SYNTHESIS OF A FULLERENE-TRISPORPHYRIN TETRAD 105
3.6.5 UV/VIS- AND FLUORESCENCE-STUDIES OF THE C 60-TRISPORPHYRIN-TETRAD
. . . 109
VIII
IMAGE 3
3.6.6 COMPLEXATION-STUDIES OF S-TRIAZINE WITH THE
FULLERENE-TRISPORPHYRIN-
TETRAD 111
4 SUMMARY 117
5 ZUSAMMENFASSUNG 121
6 EXPERIMENTAL SECTION 125
6.1 MATERIALS AND CHEMICALS 125
6.2 TECHNICAL EQUIPMENT 125
6.3 GENERAL PROCEDURES 128
6.4 GENERAL REMARKS 131
6.5 SYNTHETIC PROCEDURES & ANALYTICAL DATA 132
REFERENCES 179
7 APPENDIX 193
IX
|
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| dewey-tens | 540 - Chemistry and allied sciences |
| discipline | Chemie / Pharmazie |
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| spelling | Gmehling, Alexander Verfasser (DE-588)1034828622 aut Regioselective synthesis of C60-tris- and hexakisadducts with C3v-symmetrical phosphate trismalonate addends = Regioselektive Synthese von C60-Tris- und Hexakisaddukten mit C3v-symmetrischen Phosphattrismalonataddenden von Alexander Gmehling Regioselektive Synthese von C60-Tris- und Hexakisaddukten mit C3v-symmetrischen Phosphattrismalonataddenden 2013 IX, 193 S. Ill., graph. Darst. txt rdacontent n rdamedia nc rdacarrier Erlangen-Nürnberg, Univ., Diss., 2013 Phosphorsäureester (DE-588)4174444-5 gnd rswk-swf Fullerene (DE-588)4305238-1 gnd rswk-swf Heterofullerene (DE-588)4381788-9 gnd rswk-swf Click-Chemie (DE-588)7700321-4 gnd rswk-swf (DE-588)4113937-9 Hochschulschrift gnd-content Click-Chemie (DE-588)7700321-4 s Fullerene (DE-588)4305238-1 s Heterofullerene (DE-588)4381788-9 s Phosphorsäureester (DE-588)4174444-5 s DE-604 https://open.fau.de/handle/openfau/3287 Verlag kostenfrei Volltext https://nbn-resolving.org/urn:nbn:de:bvb:29-opus-45430 Resolving-System kostenfrei Volltext http://d-nb.info/1033029939/34 Langzeitarchivierung Nationalbibliothek DNB Datenaustausch application/pdf http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=026010479&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA Inhaltsverzeichnis |
| spellingShingle | Gmehling, Alexander Regioselective synthesis of C60-tris- and hexakisadducts with C3v-symmetrical phosphate trismalonate addends = Regioselektive Synthese von C60-Tris- und Hexakisaddukten mit C3v-symmetrischen Phosphattrismalonataddenden Phosphorsäureester (DE-588)4174444-5 gnd Fullerene (DE-588)4305238-1 gnd Heterofullerene (DE-588)4381788-9 gnd Click-Chemie (DE-588)7700321-4 gnd |
| subject_GND | (DE-588)4174444-5 (DE-588)4305238-1 (DE-588)4381788-9 (DE-588)7700321-4 (DE-588)4113937-9 |
| title | Regioselective synthesis of C60-tris- and hexakisadducts with C3v-symmetrical phosphate trismalonate addends = Regioselektive Synthese von C60-Tris- und Hexakisaddukten mit C3v-symmetrischen Phosphattrismalonataddenden |
| title_alt | Regioselektive Synthese von C60-Tris- und Hexakisaddukten mit C3v-symmetrischen Phosphattrismalonataddenden |
| title_auth | Regioselective synthesis of C60-tris- and hexakisadducts with C3v-symmetrical phosphate trismalonate addends = Regioselektive Synthese von C60-Tris- und Hexakisaddukten mit C3v-symmetrischen Phosphattrismalonataddenden |
| title_exact_search | Regioselective synthesis of C60-tris- and hexakisadducts with C3v-symmetrical phosphate trismalonate addends = Regioselektive Synthese von C60-Tris- und Hexakisaddukten mit C3v-symmetrischen Phosphattrismalonataddenden |
| title_full | Regioselective synthesis of C60-tris- and hexakisadducts with C3v-symmetrical phosphate trismalonate addends = Regioselektive Synthese von C60-Tris- und Hexakisaddukten mit C3v-symmetrischen Phosphattrismalonataddenden von Alexander Gmehling |
| title_fullStr | Regioselective synthesis of C60-tris- and hexakisadducts with C3v-symmetrical phosphate trismalonate addends = Regioselektive Synthese von C60-Tris- und Hexakisaddukten mit C3v-symmetrischen Phosphattrismalonataddenden von Alexander Gmehling |
| title_full_unstemmed | Regioselective synthesis of C60-tris- and hexakisadducts with C3v-symmetrical phosphate trismalonate addends = Regioselektive Synthese von C60-Tris- und Hexakisaddukten mit C3v-symmetrischen Phosphattrismalonataddenden von Alexander Gmehling |
| title_short | Regioselective synthesis of C60-tris- and hexakisadducts with C3v-symmetrical phosphate trismalonate addends |
| title_sort | regioselective synthesis of c60 tris and hexakisadducts with c3v symmetrical phosphate trismalonate addends regioselektive synthese von c60 tris und hexakisaddukten mit c3v symmetrischen phosphattrismalonataddenden |
| title_sub | = Regioselektive Synthese von C60-Tris- und Hexakisaddukten mit C3v-symmetrischen Phosphattrismalonataddenden |
| topic | Phosphorsäureester (DE-588)4174444-5 gnd Fullerene (DE-588)4305238-1 gnd Heterofullerene (DE-588)4381788-9 gnd Click-Chemie (DE-588)7700321-4 gnd |
| topic_facet | Phosphorsäureester Fullerene Heterofullerene Click-Chemie Hochschulschrift |
| url | https://open.fau.de/handle/openfau/3287 https://nbn-resolving.org/urn:nbn:de:bvb:29-opus-45430 http://d-nb.info/1033029939/34 http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=026010479&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA |
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