Zerovalent nickel complexes as catalysts in the hydrocyanation and isomerization of functionalized olefins:
Saved in:
| Main Author: | |
|---|---|
| Format: | Thesis Book |
| Language: | English |
| Published: |
2000
|
| Subjects: | |
| Online Access: | Inhaltsverzeichnis |
| Physical Description: | VI, 145 S. graph. Darst. |
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MARC
| LEADER | 00000nam a2200000 c 4500 | ||
|---|---|---|---|
| 001 | BV014114307 | ||
| 003 | DE-604 | ||
| 005 | 20020320 | ||
| 007 | t | ||
| 008 | 020125s2000 d||| m||| 00||| eng d | ||
| 016 | 7 | |a 962128775 |2 DE-101 | |
| 035 | |a (OCoLC)49359085 | ||
| 035 | |a (DE-599)BVBBV014114307 | ||
| 040 | |a DE-604 |b ger |e rakwb | ||
| 041 | 0 | |a eng | |
| 049 | |a DE-91 |a DE-355 |a DE-83 |a DE-188 | ||
| 100 | 1 | |a Hewat, Alison |d 1974- |e Verfasser |0 (DE-588)123094232 |4 aut | |
| 245 | 1 | 0 | |a Zerovalent nickel complexes as catalysts in the hydrocyanation and isomerization of functionalized olefins |c vorgelegt von Alison Hewat |
| 264 | 1 | |c 2000 | |
| 300 | |a VI, 145 S. |b graph. Darst. | ||
| 336 | |b txt |2 rdacontent | ||
| 337 | |b n |2 rdamedia | ||
| 338 | |b nc |2 rdacarrier | ||
| 502 | |a Aachen, Techn. Hochsch., Diss., 2000 | ||
| 650 | 0 | 7 | |a Isomerisierungsreaktion |0 (DE-588)4162529-8 |2 gnd |9 rswk-swf |
| 650 | 0 | 7 | |a Ungesättigte Verbindungen |0 (DE-588)4319831-4 |2 gnd |9 rswk-swf |
| 650 | 0 | 7 | |a Hydrocyanierung |0 (DE-588)4508988-7 |2 gnd |9 rswk-swf |
| 650 | 0 | 7 | |a Nitrile |0 (DE-588)4171932-3 |2 gnd |9 rswk-swf |
| 650 | 0 | 7 | |a Nickelkomplexe |0 (DE-588)4223137-1 |2 gnd |9 rswk-swf |
| 650 | 0 | 7 | |a Katalysator |0 (DE-588)4029919-3 |2 gnd |9 rswk-swf |
| 650 | 0 | 7 | |a Alkene |0 (DE-588)4001207-4 |2 gnd |9 rswk-swf |
| 655 | 7 | |0 (DE-588)4113937-9 |a Hochschulschrift |2 gnd-content | |
| 689 | 0 | 0 | |a Alkene |0 (DE-588)4001207-4 |D s |
| 689 | 0 | 1 | |a Hydrocyanierung |0 (DE-588)4508988-7 |D s |
| 689 | 0 | 2 | |a Katalysator |0 (DE-588)4029919-3 |D s |
| 689 | 0 | 3 | |a Nickelkomplexe |0 (DE-588)4223137-1 |D s |
| 689 | 0 | |5 DE-604 | |
| 689 | 1 | 0 | |a Nitrile |0 (DE-588)4171932-3 |D s |
| 689 | 1 | 1 | |a Ungesättigte Verbindungen |0 (DE-588)4319831-4 |D s |
| 689 | 1 | 2 | |a Isomerisierungsreaktion |0 (DE-588)4162529-8 |D s |
| 689 | 1 | 3 | |a Katalysator |0 (DE-588)4029919-3 |D s |
| 689 | 1 | 4 | |a Nickelkomplexe |0 (DE-588)4223137-1 |D s |
| 689 | 1 | |5 DE-604 | |
| 856 | 4 | 2 | |m DNB Datenaustausch |q application/pdf |u http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=009670179&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA |3 Inhaltsverzeichnis |
| 943 | 1 | |a oai:aleph.bib-bvb.de:BVB01-009670179 | |
Record in the Search Index
| _version_ | 1807322793256157184 |
|---|---|
| adam_text |
TABLE
OF
CONTENTS
1
INTRODUCTION
1
2
GENERAL
PART
_
5
2.1
I
NDUSTRIAL
IMPACT
5
2.1.1
T
HE
D
U
P
ONT
ADN
PROCESS
5
2.1.2
FROM
ADIPONITRILE
TO
NYLON:
A
KEY
POLYAMIDE
IN
FULL
EXPANSION
7
22
I
SOMERIZATION
OF
OLEFINS
8
2.2.1
I
SOMERIZATION
OF
2
METHYL
-3
BUTENENITRILE
9
2.2.2
I
SOMERIZATION
OF
3-P
ENTENENITRILE
10
23
H
YDROCYANATION
OF
OLEFINS
12
2.3.1
V
ARIOUS
SUBSTRATES
AND
THEIR
USES
12
2.3.2
S
YNTHESIS
AND
USE
OF
HYDROGEN
CYANIDE
13
2.3.3
L
EWIS
ACIDS
AS
CO
-
CATALYSTS
14
2.3.4
M
ECHANISM
OF
HYDROCYANATION
OF
P
ENTENENITRILES
17
2A
C
OMPETITIVE
REACTIONS
18
25
N
ICKEL
OLEFIN
AND
NICKEL
NITRILE
COMPLEXES
18
2.5.1
NLCKEL-OLEFIN
COMPLEXES
19
2.5.2
N
ICKEL
-
NITRILE
COMPLEXES
20
2.5.3
N
ITRILE
/
OLEFIN
COMPETITION
FOR
COORDINATION
TO
NICKEL
20
2.6
P
HOSPHORUS
CHELATING
LIGANDS
21
3
RESULTS
AND
DISCUSSION
25
3.1
L
IGAND
SYNTHESIS
25
3.1.1
L
IGAND
DESIGN
25
3.1.2
P
HOSPHONITES
27
3.1.3
P
HOSPHITES
35
3.1.3.1
LITHIATION
ROUTE
35
3.1.3.2
CONDENSATION ROUTES
38
32
L
EWIS
ACID
EFFECT
ON
VARIOUS
LIGANDS
40
33
N
ICKEL
COMPLEXES
42
3.3.1
NMR
STUDY
42
3.3.1.1
PHOSPHONITE
AND
PHOSPHITE
COMPLEXES
42
3.3.1.2
OTHER
LIGAND
COMPLEXES
47
3.3.1.3
PHOSPHORAMIDITE
COMPLEXES
53
3.3.1.4
PHOSPHINE-PHOSPHITE
COMPLEXES
56
3.3.1.5
3-PENTENENITRILE
COMPLEXES
OF
NICKEL:
OLEFIN
OR
NITRILE
COORDINATION?
60
3.3.2
IR
STUDY
OF
3-PENTENENITRILE
COMPLEXES
62
3.3.3
(ALLYL)(CYANO)NL
COMPLEX
64
3.3.3.1
SYNTHESIS
OF
THE
COMPLEX
64
3.3.3.2
X-RAY
STRUCTURE
65
3.3.3.3
GAINED
INSIGHT
INTO
MECHANISM
69
3.4
C
ATALYTIC
ISOMERIZATION
OF
2M3BN
71
3.4.1
DLPHOSPHINE
LIGANDS
72
T
ABLE
OF
C
ONTENTS
3.4.1.1
THE
EFFECT
OF
LEWIS
ACID
72
3.4.1.2
OPTIMIZATION
OF
THE
SELECTIVITY
78
3.4.2
U
SING
DIPHOSPHONITE
AND
DIPHOSPHITE
LIGANDS
83
33
C
ATALYTIC
HYDROCYANATION
OF
3PN
88
3.5.1
H
YDROCYANATION
OF
2M3BN
WITH
DPPF
89
3.6
C
ATALYTIC
HYDROCYANATION
OF
S
TYRENE
91
3.6.1
D
IPHOSPHONITE
AND
D
IPHOSPHITE
LIGANDS
91
3.6.2
PHOSPHINE-PHOSPHITE
LIGANDS
92
4
CONCLUSIONS
AND
OUTLOOK
_
95
5
EXPERIMENTAL
SECTION
101
5.1
C
OMPOUNDS
AND
SOLVENTS
101
52
A
NALYTICS
102
5.2.1
I
NSTRUMENTATION
102
5.2.2
GC
ANALYSIS
103
53
S
YNTHESES
106
5.3.1
S
YNTHESIS
OFHCN
AND
SECURITY
106
5.3.2
S
YNTHESIS
OF
N
I
(
COD
)
2
107
5.3.3
S
YNTHESIS
OF
LIGAND
INTERMEDIATES
107
5.3.3.1
CHLORO-(BISDIETHYLAMINO)PHOSPHINE
107
5.3.3.2
4,5-(BIS[BIS-DIETHYLAMIDO]PHOSPHONITO)-9,9-DIMETHYL-XANTHENE
(3)
108
5.3.3.3
4,5-(BIS[BIS-DIETHYLAMIDO]PHOSPHONITO)-2,8-DIMETHYL-PHENOXATHIIN
(4)
109
5.3.3.4
2,7-DI-TERT-BUTYL-4,5-DIHYDROXY-9,9-DIMETHYL-XANTHENE
110
5.3.3.S
2,2
'
-DIHYDROXY-3,3
'
-DI-TERT-BUTYL-5,5
'
-DIMETHOXY-L,R-BIPHENYL
(C)
111
5.3.3.6
2,2
'
-DIHYDROXY-3,3
'
,5,5
'
-TETRA-LERT-BUTYL-L,R-BIPHENYL
(D)
112
5.3.3.7
DIBENZO[D,F]-2,2'-DI-TERT-BUTYL-4,4'-DIMETHOXY-[L,3,2]-DIOXAPHOSPHEPIN-P-CHLORIDE
113
5.3.3.8
DIBENZO[D,F]-2,2',4,4'-TETRA-TERT-BUTYL-[L
,3,2]-DIOXAPHOSPHEPIN-P-CHLORIDE
114
5.3.4
S
YNTHESIS
OF
LIGANDS
115
5.3.4.1
4,5-BIS{DI[(3,5-DI-TERT-BUTYL)PHENYL]PHOSPHONITO)-9,9-DIMETHYL-XANTHENE
(3B)
115
5.3.4.2
4,5-BIS(DI[(2-RERT-BUTYL)PHENYL]PHOSPHONITO)-9,9-DIMETHYL-XANTHENE
(3A)
116
5.3.4.3
4,6-BIS(DI[(3,5-DI-RERR-BUTYL)PHENYL]PHOSPHONITO}-2,8-DIMETHYL-PHENOXATHIIN
(4B)
117
5.3.4.4
4,6-BIS[DI[(2-TERT-BUTYL)PHENYL]PHOSPHONITO}-2,8-DIMETHYL-PHENOXATHIIN
(4A)
118
5.3.4.5
4,6-BIS{DIBENZO[D,F]-2,5
'
-DI-TERT-BUTYL-4,3
'
-DIMETHOXY
[L,3,2]DIOXAPHOSPHEPINO)-2,8
DIMETHYL-PHENOXATHIIN
(4C)
119
5.3.4.6
4,6-BIS(DIBENZO[D,F]-2,4,3
'
,5
'
-TETRA-TERT-BUTYL
[L,3,2]DIOXAPHOSPHEPINO)-2,8-DIMETHYL
PHENOXATHIIN
(4D)
120
5.3.4.7
4,5-BIS[DIBENZO[D,F]-2,4,3
'
,5
'
-TETRA-TERT-BUTYL
[L,3,2]DIOXAPHOSPHEPINO}-9,9
DIMETHYLXANTHENE
(3D)
121
5.3.4.8
4,5-BIS{DIBENZO[D,F]-2,5
'
-DI-TM-BUTYL-4,3
'
-DIMETHOXY
[1,3,2]
DIOXAPHOSPHEPINO)
-9,9
DIMETHYLXANTHENE
(3C)
123
5.3.4.9
4,5-BIS[BENZO[D,F]-2,5
'
-DI-TERT-BUTYL-4,3
'
-DIMETHOXY
[1,3,2]
DIOXAPHOSPHEPINOYLOXY]
2,7-DI-TERT-BUTYL-9,9-DIMETHYLXANTHENE
(5)
124
5.3.5
S
YNTHESIS
OF
N
ICKEL
COMPLEXES
125
5.3.5.1
MONOCHELATE
COMPLEXES
125
S.3.5.2
BISCHELATE
COMPLEXES
127
5.3.S.3
SUBSTRATE
COMPLEXES
128
5.3.6
N
ICKEL
(
ALLYL
)(
CYANIDE
)
COMPLEX
129
5.4
C
ATALYTIC
EXPERIMENTS
130
5.4.1.1
PREFORMATION
TIME
OF
THE
CATALYST
130
5.4.1.2
HYDROCYANATION
130
II
TABLE
OF
C
ONTENTS
5.4.1.3
ISOMERIZATION
S3
X-RAY
STRUCTURE
ANALYSIS
OF
(ALLYL)(CYANO)NLCKEL(II)(DPEPHOS
)
COMPLEX
130
131
6
ANNEX-LIGANDSTRUCTURES
133
7
REFERENCES
135
III |
| any_adam_object | 1 |
| author | Hewat, Alison 1974- |
| author_GND | (DE-588)123094232 |
| author_facet | Hewat, Alison 1974- |
| author_role | aut |
| author_sort | Hewat, Alison 1974- |
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| building | Verbundindex |
| bvnumber | BV014114307 |
| ctrlnum | (OCoLC)49359085 (DE-599)BVBBV014114307 |
| format | Thesis Book |
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| genre | (DE-588)4113937-9 Hochschulschrift gnd-content |
| genre_facet | Hochschulschrift |
| id | DE-604.BV014114307 |
| illustrated | Illustrated |
| indexdate | 2024-08-14T01:02:07Z |
| institution | BVB |
| language | English |
| oai_aleph_id | oai:aleph.bib-bvb.de:BVB01-009670179 |
| oclc_num | 49359085 |
| open_access_boolean | |
| owner | DE-91 DE-BY-TUM DE-355 DE-BY-UBR DE-83 DE-188 |
| owner_facet | DE-91 DE-BY-TUM DE-355 DE-BY-UBR DE-83 DE-188 |
| physical | VI, 145 S. graph. Darst. |
| publishDate | 2000 |
| publishDateSearch | 2000 |
| publishDateSort | 2000 |
| record_format | marc |
| spelling | Hewat, Alison 1974- Verfasser (DE-588)123094232 aut Zerovalent nickel complexes as catalysts in the hydrocyanation and isomerization of functionalized olefins vorgelegt von Alison Hewat 2000 VI, 145 S. graph. Darst. txt rdacontent n rdamedia nc rdacarrier Aachen, Techn. Hochsch., Diss., 2000 Isomerisierungsreaktion (DE-588)4162529-8 gnd rswk-swf Ungesättigte Verbindungen (DE-588)4319831-4 gnd rswk-swf Hydrocyanierung (DE-588)4508988-7 gnd rswk-swf Nitrile (DE-588)4171932-3 gnd rswk-swf Nickelkomplexe (DE-588)4223137-1 gnd rswk-swf Katalysator (DE-588)4029919-3 gnd rswk-swf Alkene (DE-588)4001207-4 gnd rswk-swf (DE-588)4113937-9 Hochschulschrift gnd-content Alkene (DE-588)4001207-4 s Hydrocyanierung (DE-588)4508988-7 s Katalysator (DE-588)4029919-3 s Nickelkomplexe (DE-588)4223137-1 s DE-604 Nitrile (DE-588)4171932-3 s Ungesättigte Verbindungen (DE-588)4319831-4 s Isomerisierungsreaktion (DE-588)4162529-8 s DNB Datenaustausch application/pdf http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=009670179&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA Inhaltsverzeichnis |
| spellingShingle | Hewat, Alison 1974- Zerovalent nickel complexes as catalysts in the hydrocyanation and isomerization of functionalized olefins Isomerisierungsreaktion (DE-588)4162529-8 gnd Ungesättigte Verbindungen (DE-588)4319831-4 gnd Hydrocyanierung (DE-588)4508988-7 gnd Nitrile (DE-588)4171932-3 gnd Nickelkomplexe (DE-588)4223137-1 gnd Katalysator (DE-588)4029919-3 gnd Alkene (DE-588)4001207-4 gnd |
| subject_GND | (DE-588)4162529-8 (DE-588)4319831-4 (DE-588)4508988-7 (DE-588)4171932-3 (DE-588)4223137-1 (DE-588)4029919-3 (DE-588)4001207-4 (DE-588)4113937-9 |
| title | Zerovalent nickel complexes as catalysts in the hydrocyanation and isomerization of functionalized olefins |
| title_auth | Zerovalent nickel complexes as catalysts in the hydrocyanation and isomerization of functionalized olefins |
| title_exact_search | Zerovalent nickel complexes as catalysts in the hydrocyanation and isomerization of functionalized olefins |
| title_full | Zerovalent nickel complexes as catalysts in the hydrocyanation and isomerization of functionalized olefins vorgelegt von Alison Hewat |
| title_fullStr | Zerovalent nickel complexes as catalysts in the hydrocyanation and isomerization of functionalized olefins vorgelegt von Alison Hewat |
| title_full_unstemmed | Zerovalent nickel complexes as catalysts in the hydrocyanation and isomerization of functionalized olefins vorgelegt von Alison Hewat |
| title_short | Zerovalent nickel complexes as catalysts in the hydrocyanation and isomerization of functionalized olefins |
| title_sort | zerovalent nickel complexes as catalysts in the hydrocyanation and isomerization of functionalized olefins |
| topic | Isomerisierungsreaktion (DE-588)4162529-8 gnd Ungesättigte Verbindungen (DE-588)4319831-4 gnd Hydrocyanierung (DE-588)4508988-7 gnd Nitrile (DE-588)4171932-3 gnd Nickelkomplexe (DE-588)4223137-1 gnd Katalysator (DE-588)4029919-3 gnd Alkene (DE-588)4001207-4 gnd |
| topic_facet | Isomerisierungsreaktion Ungesättigte Verbindungen Hydrocyanierung Nitrile Nickelkomplexe Katalysator Alkene Hochschulschrift |
| url | http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=009670179&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA |
| work_keys_str_mv | AT hewatalison zerovalentnickelcomplexesascatalystsinthehydrocyanationandisomerizationoffunctionalizedolefins |