Epoxidation of terpenes with molecular catalysts in homogeneous phase:
Saved in:
| Main Author: | |
|---|---|
| Format: | Thesis Book |
| Language: | English |
| Published: |
2012
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| Subjects: | |
| Online Access: | Volltext https://nbn-resolving.org/urn:nbn:de:bvb:91-diss-20121220-1118448-0-0 Inhaltsverzeichnis |
| Physical Description: | 107, [20] S. graph. Darst. |
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| 100 | 1 | |a Michel, Typhène |d 1985- |e Verfasser |0 (DE-588)1036990656 |4 aut | |
| 245 | 1 | 0 | |a Epoxidation of terpenes with molecular catalysts in homogeneous phase |c Typhène Michel |
| 264 | 1 | |c 2012 | |
| 300 | |a 107, [20] S. |b graph. Darst. | ||
| 336 | |b txt |2 rdacontent | ||
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| 502 | |a München, Techn. Univ., Diss., 2012 | ||
| 650 | 0 | 7 | |a Epoxidation |0 (DE-588)4152560-7 |2 gnd |9 rswk-swf |
| 650 | 0 | 7 | |a Homogene Katalyse |0 (DE-588)4160579-2 |2 gnd |9 rswk-swf |
| 650 | 0 | 7 | |a Terpene |0 (DE-588)4184779-9 |2 gnd |9 rswk-swf |
| 655 | 7 | |0 (DE-588)4113937-9 |a Hochschulschrift |2 gnd-content | |
| 689 | 0 | 0 | |a Terpene |0 (DE-588)4184779-9 |D s |
| 689 | 0 | 1 | |a Epoxidation |0 (DE-588)4152560-7 |D s |
| 689 | 0 | 2 | |a Homogene Katalyse |0 (DE-588)4160579-2 |D s |
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Record in the Search Index
| _version_ | 1804150253086048256 |
|---|---|
| adam_text | IMAGE 1
INDEX
A. INTRODUCTION 1
I. SCOPE OF THE PRESENT WORK 2
II. TERPENES 2
1. GENERALITIES 2
2. MONOTERPENES 4
3. EPOXIDATION OF TERPENES 6
III. OLEFIN EPOXIDATION 7
1. GENERALITIES 7
2. METHYLTRIOXORHENIUM: AN OVERVIEW 9
2.1. METHYLTRIOXORHENIUM: PROPERTIES AND SYNTHESIS 10
2.1.1. PROPERTIES 10
2.1.2. SYNTHESIS 10
2.2. CATALYTIC APPLICATION OF METHYLTRIOXORHENIUM 12
2.2.1. METHYLTRIOXORHENIUM AS HOMOGENEOUS OXIDATION CATALYST 12
2.2.2. MECHANISTIC STUDIES IN THE EPOXIDATION REACTION 14
2.2.3. N-BASE ADDUCTS OF METHYLTRIOXORHENIUM 15
2.2.4. MTO PROPERTIES TOWARDS ENANTIOSELECTIVITY 16
2.2.5. HETEREGENOUS DERIVATIVES OF METHYLTRIOXORHENIUM 16
3. MOLYBDENUM (VI) CATALYSTS 17
3.1. MOLYBDENUM (VI) COMPLEXES: AN OVERVIEW 17
3.1.1. PROPERTIES AND SYNTHESIS OF CPMO(ANSAALKYLBRIDGE) COMPLEXES 17
3.1.2. PROPERTIES AND SYNTHESIS OF UM02O2CI2 COMPLEXES 18
3.2. CATALYTIC APPLICATION OF MO (VI) BASED CATALYSTS 19
3.2.1. OLEFIN EPOXIDATION 19
3.2.2. MECHANISTIC STUDY IN THE EPOXIDATION REACTION 20
HTTP://D-NB.INFO/1036991296
IMAGE 2
3.2.3. ENANTIOSELECTIVITY PROPERTIES OF MO (VI) BASED CATALYSTS 22
3.2.4. HETEROGENEOUS DERIVATIVES OF MOLYBDENUM BASED CATALYSTS 23
IV. OBJECTIVES OF THIS WORK 25
B. RESULTS AND DISCUSSION 27
I. EPOXIDATION OF A-PINENE 28
1. EPOXIDATION OF A-PINENE CATALYZED BY METHYLTRIOXORHENIUM (VII):
INFLUENCE OF
ADDITIVES, OXIDANTS AND SOLVENTS 28
1.1. ABSTRACT 28
1.2. INTRODUCTION 28
1.3. RESULTS AND DISCUSSION 31
1.3.1. OPTIMIZATION OF THE CONDITIONS FOR THE EPOXIDATION OF A-PINENE 31
LEWIS BASE CONCENTRATION AND TEMPERATURE EFFECTS 31
OXIDANT CONCENTRATION EFFECTS 33
CATALYST CONCENTRATION EFFECTS 34
1.3.2. LIGAND-, OXIDANT-, AND SOLVENT- INFLUENCE ON THE EPOXIDATION OF
APINENE 35
LIGAND EFFECTS 35
OXIDANT EFFECTS 37
SOLVENT EFFECTS 38
1.4. EXPERIMENTAL 40
1.4.1. STARTING MATERIALS 40
1.4.2. GAS CHROMATOGRAPHY 41
1.4.3. EPOXIDATION OF A-PINENE IN DIFFERENT SOLVENTS 41
METHOD A 41
METHOD B 42
1.4.4. EPOXIDATION OF A-PINENE IN IONIC LIQUID 43
IMAGE 3
1.5. CONCLUSION 44
2. EPOXIDATION OF A-PINENE EMPLOYING MO (VI) BASED CATALYSTS 45
2.1. A-PINENE EPOXIDATION EMPLOYING 1 AS CATALYST 45
2.1.1. EFFECT OF THE OXIDANT CONCENTRATION 46
2.1.2. INFLUENCE OF THE CATALYST CONCENTRATION 47
2.1.3. INFLUENCE OF IONIC LIQUID AT ROOM TEMPERATURE 47
2.1.4. REACTIVITY OF A-PINENE IN PRESENCE OF 1 AND TBHP 48
2.2. COMPARISON BETWEEN DIFFERENT CATALYSTS 48
II. EPOXIDATION OF LIMONENE 51
1. SELECTIVE EPOXIDATION OF (+)-LIMONENE EMPLOYING METHYLTRIOXORHENIUM
AS
CATALYST 51
1.1. ABSTRACT 51
1.2. INTRODUCTION 51
1.3. RESULTS AND DISCUSSION 55
1.3.1. BACKGROUND 55
1.3.2. EPOXIDATION OF (+)-LIMONENE: FORMATION OF 1,2-LIMONENE OXIDE 56
A. OXIDATION OF (+)-LIMONENE, DETERMINATION OF THE BYPRODUCTS 56
B. OPTIMIZATION OF THE REACTION CONDITIONS 57
TEMPERATURE INFLUENCE 57
INFLUENCE OF THE OXIDANT CONCENTRATION 58
INFLUENCE OF THE LIGAND CONCENTRATION 60
INFLUENCE OF THE CATALYST CONCENTRATION 61
C. LIGAND-, OXIDANT- AND SOLVENT EFFECTS ON THE EPOXIDATION OF
(+)LIMONENE 62
INFLUENCE OF THE OXIDANT H2O2 VS UHP 62
LIGAND INFLUENCE 63
IMAGE 4
SOLVENT INFLUENCE 64
1.3.3. EPOXIDATION OF (+)-LIMONENE: FORMATION OF 1,2-8,9-LIMONENE
DIOXIDE
(DPO) 66
1.4. EXPERIMENTAL 68
1.4.1. STARTING MATERIALS 68
1.4.2. GAS CHROMATOGRAPHY 69
1.4.3. LITERATURE CONDITIONS [50E] 69
1.4.4. EPOXIDATION OF (+)-LIMONENE IN DIFFERENT SOLVENTS 69
1.5. CONCLUSION 71
2. EPOXIDATION OF LIMONENE EMPLOYING MO (VI) BASED COMPLEXES 72
2.1. EPOXIDATION OF (+)-LIMONENE EMPLOYING M0O2CI2U BASED CATALYST 72
2.1.1. INFLUENCE OF THE OXIDANT CONCENTRATION 72
2.1.2. INFLUENCE OF THE CATALYST CONCENTRATION 73
2.2. INFLUENCE OF DIFFERENT CATALYSTS 75
III. CATALYTIC EPOXIDATION OF CAMPHENE USING METHYLTRIOXORHENIUM (VII)
AS
CATALYST 77
1. ABSTRACT 77
2. INTRODUCTION 77
3. EXPERIMENTAL SECTION 80
3.1. STARTING MATERIALS 80
3.2. GAS CHROMATOGRAPHY 81
3.3. SYNTHESIS OF CAMPHENE OXIDE FOR GC CALIBRATION VIA THE PERACID
ROUTE
[130] 81
3.4. EPOXIDATION OF CAMPHENE 82
3.5. SAMPLE PREPARATION FOR THE CATALYTIC MEASUREMENTS 84
4. RESULTS AND DISCUSSION 85
4.1. INFLUENCE OF DIFFERENT LEWIS BASES, OXIDANTS AND SOLVENTS 86
IMAGE 5
4.1.1. INFLUENCE OF DIFFERENT LEWIS BASE ADDUCTS 86
4.1.2. INFLUENCE OF DIFFERENT OXIDANTS: H2O2 VS. UHP 89
4.1.3. OPTIMIZATION OF THE CONDITIONS FOR UHP APPLICATION 90
4.1.4. INFLUENCE OF DIFFERENT SOLVENTS 91
4.2. OPTIMIZATION OF THE EPOXIDATION OF CAMPHENE 93
4.2.1. TEMPERATURE INFLUENCE 93
4.2.2. OXIDANT CONCENTRATION 95
4.2.3. CATALYST CONCENTRATION 96
4.2.4. LIGAND CONCENTRATION 98
5. CONCLUSION 99
C. SUMMARY 101
D. REFERENCES 107
|
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| dewey-ones | 547 - Organic chemistry |
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| discipline | Chemie / Pharmazie Chemie |
| format | Thesis Book |
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| spelling | Michel, Typhène 1985- Verfasser (DE-588)1036990656 aut Epoxidation of terpenes with molecular catalysts in homogeneous phase Typhène Michel 2012 107, [20] S. graph. Darst. txt rdacontent n rdamedia nc rdacarrier München, Techn. Univ., Diss., 2012 Epoxidation (DE-588)4152560-7 gnd rswk-swf Homogene Katalyse (DE-588)4160579-2 gnd rswk-swf Terpene (DE-588)4184779-9 gnd rswk-swf (DE-588)4113937-9 Hochschulschrift gnd-content Terpene (DE-588)4184779-9 s Epoxidation (DE-588)4152560-7 s Homogene Katalyse (DE-588)4160579-2 s DE-604 Erscheint auch als Online-Ausgabe urn:nbn:de:bvb:91-diss-20121220-1118448-0-0 http://mediatum.ub.tum.de/node?id=1118448 Verlag kostenfrei Volltext https://nbn-resolving.org/urn:nbn:de:bvb:91-diss-20121220-1118448-0-0 Resolving-System DNB Datenaustausch application/pdf http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=025926539&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA Inhaltsverzeichnis |
| spellingShingle | Michel, Typhène 1985- Epoxidation of terpenes with molecular catalysts in homogeneous phase Epoxidation (DE-588)4152560-7 gnd Homogene Katalyse (DE-588)4160579-2 gnd Terpene (DE-588)4184779-9 gnd |
| subject_GND | (DE-588)4152560-7 (DE-588)4160579-2 (DE-588)4184779-9 (DE-588)4113937-9 |
| title | Epoxidation of terpenes with molecular catalysts in homogeneous phase |
| title_auth | Epoxidation of terpenes with molecular catalysts in homogeneous phase |
| title_exact_search | Epoxidation of terpenes with molecular catalysts in homogeneous phase |
| title_full | Epoxidation of terpenes with molecular catalysts in homogeneous phase Typhène Michel |
| title_fullStr | Epoxidation of terpenes with molecular catalysts in homogeneous phase Typhène Michel |
| title_full_unstemmed | Epoxidation of terpenes with molecular catalysts in homogeneous phase Typhène Michel |
| title_short | Epoxidation of terpenes with molecular catalysts in homogeneous phase |
| title_sort | epoxidation of terpenes with molecular catalysts in homogeneous phase |
| topic | Epoxidation (DE-588)4152560-7 gnd Homogene Katalyse (DE-588)4160579-2 gnd Terpene (DE-588)4184779-9 gnd |
| topic_facet | Epoxidation Homogene Katalyse Terpene Hochschulschrift |
| url | http://mediatum.ub.tum.de/node?id=1118448 https://nbn-resolving.org/urn:nbn:de:bvb:91-diss-20121220-1118448-0-0 http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=025926539&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA |
| work_keys_str_mv | AT micheltyphene epoxidationofterpeneswithmolecularcatalystsinhomogeneousphase |