Reactions in water:
Gespeichert in:
| Weitere Verfasser: | |
|---|---|
| Format: | Buch |
| Sprache: | English |
| Veröffentlicht: |
Weinheim
Wiley-VCH-Verl.
2010
|
| Schriftenreihe: | Handbook of green chemistry
5 : Set 2, Green solvents |
| Schlagworte: | |
| Online-Zugang: | Inhaltsverzeichnis |
| Beschreibung: | XVIII, 427 S. Ill., graph. Darst. |
| ISBN: | 9783527325917 9783527315741 |
Internformat
MARC
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| 020 | |a 9783527325917 |9 978-3-527-32591-7 | ||
| 020 | |a 9783527315741 |9 978-3-527-31574-1 | ||
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| 084 | |a CHE 138b |2 stub | ||
| 084 | |a CHE 050b |2 stub | ||
| 245 | 1 | 0 | |a Reactions in water |c ed. by Chao-Jun Li |
| 264 | 1 | |a Weinheim |b Wiley-VCH-Verl. |c 2010 | |
| 300 | |a XVIII, 427 S. |b Ill., graph. Darst. | ||
| 336 | |b txt |2 rdacontent | ||
| 337 | |b n |2 rdamedia | ||
| 338 | |b nc |2 rdacarrier | ||
| 490 | 1 | |a Handbook of green chemistry |v 5 : Set 2, Green solvents | |
| 650 | 0 | 7 | |a Lösungsmittel |0 (DE-588)4036160-3 |2 gnd |9 rswk-swf |
| 650 | 0 | 7 | |a Grüne Chemie |0 (DE-588)7563215-9 |2 gnd |9 rswk-swf |
| 650 | 0 | 7 | |a Wasser |0 (DE-588)4064689-0 |2 gnd |9 rswk-swf |
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| 689 | 0 | 1 | |a Wasser |0 (DE-588)4064689-0 |D s |
| 689 | 0 | 2 | |a Grüne Chemie |0 (DE-588)7563215-9 |D s |
| 689 | 0 | |5 DE-604 | |
| 700 | 1 | |a Li, Chao-Jun |4 edt | |
| 830 | 0 | |a Handbook of green chemistry |v 5 : Set 2, Green solvents |w (DE-604)BV035406315 |9 5 | |
| 856 | 4 | 2 | |m Digitalisierung UB Regensburg - ADAM Catalogue Enrichment |q application/pdf |u http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=020309976&sequence=000002&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA |3 Inhaltsverzeichnis |
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Datensatz im Suchindex
| _version_ | 1804142918452117504 |
|---|---|
| adam_text | Contents
About the Editors
XIII
Üst
of Contributors XV
1
The Principles of and Reasons for Using Water as a Solvent
for
Creen
Chemistry I
Ronald Breslow
11
Introduction
1
12
Binding of Two Species Together Driven by the
Hydrophobie
Effect
in Water
2
1.3
Aromatic Chlorination
3
1.4
Acyiation of Cyclodextrins by a Bound Ester
4
1.5
Mimics of Metalloenzymes Using the
Hydrophobie
Effect in Water
5
1.6
Mimics of the Enzyme Ribonuclease
7
17
Mimics of Enzymes that Use Pyridoxamine Phosphate
and Pyridoxal Phosphate as Coenzymes
9
1.8
Artificial Enzymes Carrying
M imics
of Thiamine
Pyrophosphate
15
1.9
Enolizations and Aldol Condensations
17
1.10 Hydrophobie
Acceleration of Diels-Alder Reactions
18
1.11
Sekctivities in Water Induced by the
Hydrophobie
Effect
-
Carbonyl Reductions
І8
1.12
Sekctmties in Water Induced by the
Hydrophobie
Effect
-
Oxidations
19
1.13
Using
Hydrophobie
Effects in Water to Determine the Geometries
of Transition States for Some Important Reactions
21
1.14
Conclusion
25
References
25
2
Creen
Add Catalysts in Water
31
Chikako Ogawa and Shu Kobayashi
2.1
Introduction
31
2.2
Lewis Acids in Water
31
2.2.1
Introduction. Lewis Acids in Aqueous Media: Possible?
31
VI Contents
2.2.2
Lewis Acid Catalysis in Water as Sole Solvent
32
2.2.2.1
LASC: Lewis Acid-Surfactant Combined Catalyst
33
2.2.2.2
Polymer-supported Scandium
Trinate
34
2.2.2.3
Silica Gel-supported Scandium with Ionic Liquid
35
2.3
Chiral Lewis Acid-catalyzed Asymmetric Reactions in Water
36
2.3.1
Mannich-type Reactions in Water
36
2.3.2
Michael Reaction in Water
37
2.3.3
Epoxide
Ring-opening Reaction in Water
39
23
Λ
Hydroxymethylation in Water
40
2.4
Bremsted Acid Catalysis in Pure Water
45
2.4.1
Surfactant-type Brmsted Add Catalysts
45
2.4.2
Polymer-supported Brenisted Acid Catalysts
50
2.5
Conclusion and Perspective
53
References
53
3
Green Bases in Water
57
José M,
Fraile, Clara I,
Htrrtrfas, and
José A
Majorai
3.1
Introduction
57
3.2
Types
of
Bases
and Their Use from
a
Green
Point
of View
58
3.3
Liquid-Liquid Processes
59
3.4
Solid-liquid Processes
65
References
70
4
Green Oxidation in Water
75
Roger A. Sheldon
4.1
Introduction
75
4.2
Water-soluble ligands
76
4.3
Oxidations Catalyzed by Metalloporphyrins
and Metallophthalocyanines
76
4.4
Epoxidation and Dihydroxylation of Olefins in Aqueous Media
78
4.5
Alcohol Oxidations in Aqueous Media
85
4.6
Aldehyde and
Ketone
Oxidations in Water
94
47
Sulfbxidations in Water
96
4.8
Conclusion
97
References
98
5
Green Reduction in Water
205
Xiaqfong Wu andjianliong Xiao
5.1
Introduction
105
5.2
Water-soluble ligands
106
5.2.1
Water-soluble Achiral ligands
107
5.2.2
Water-soluble Chiral ligands
108
5.Ì
Hydrogénation
in Water
108
5.3.1
Achiral
Hydrogénation
109
5.3.1.1
Hydrogénation
of Olefins
109
Contents
VII
5.3.1.2
Hydrogénation
of
Carbonyl
Compounds
113
5.3.1.3
Hydrogénation
o f Aromatic
Rings
114
5.3.1.4
Hydrogénation
of Other Organic Groups
115
5.3.1.5
Hydrogénation
of CO2
116
5.3.2
Asymmetric
Hydrogénation
118
5.3.2.1
Asymmetric
Hydrogénation
of Olefins
118
5.3.2.2
Asymmetric
Hydrogénation
of Carbonyl and Related
Compounds
121
5.4
Transfer
Hydrogénation
in Water
123
5.4.1
Achiral Transfer
Hydrogénation
of Carbonyl Compounds
124
5.4.2
Asymmetric Transfer
Hydrogénation
126
5.4.2.1
Asymmetric Transfer
Hydrogénation
of Ketones
126
5.4.2.2
Asymmetric Transfer
Hydrogénation
of Imines
132
5.4.2.3
Asymmetric Transfer
Hydrogénation
with Biomimetic
Catalysts
J
33
5.4.3
Water-facilitated Catalyst Separation and Recycle
135
5.5
Role of Water
137
5.5.1
Coordination to Metals
138
5.5.2
Acid-Base Equilibrium
139
5.5.3
Н
-D
Exchange
140
5.5.4
Participation in Transition States
141
5.6
Conclusion
142
References
142
6
Coupling Reactions in Water
151
Lucie Leseurre,
Jean-Pierre
Cenit,
and
Véronique Michefet
6.1
Introduction
151
6.2
Reaction of Carbonyl Compounds and Derivatives
151
6.2.1
Grignard-type Reactions
151
6.2.1.1
Allyiation Reaction
152
6.2.1.2
Propargylation and AUenylation Reaction
156
6.2.1.3
Alleviation Reaction
157
6.2.1.4
Aryiation and Vinylation Reactions
158
6.2.1.5
Alkynylation Reaction
161
6.2.2
Pinacol Coupling
162
6.3
Reaction of Alkenes and Alkynes
163
6.3
Л
Reaction of Unconjugated Alkenes and Alkynes
163
6.3.1.1
Hydroformyiation Reaction
163
6.3.1.2
Hydroxycarbonylation
164
6.3.1.3
Metathesis. Polymerization Reactions, and Carbene
Reactivity
165
6.3.1.4
Isomerization of Alkenes
165
6.3.1.5
Coupling of Alkynes
166
6.3.1.6
Mizoroki-Heck Reaction and Related Hydroarylation
Reactions
166
VIII Contents
6.3.1.7
Cydization and Cydotrimerization of Polyfunctional
Unsatur
at
ed
Derivatives
167
6.3.2
Reaction of Conjugated
Alkenes
170
63.2.1
Telomenzation of
Dienes
170
6.3.2.2 1,4-
Addition to
α,
ß-Unsaturated
Derivatives
171
6.4
Reaction of Organic Halides and Derivatives
2 72
6.4.1
Homo- and Heterocoupling Reactions
172
6.4.2
Suzuki-Miyaura (S-M) Reaction
173
6.4.2.1
Palladium-catalyzed Reactions (Aryl and Vinyl Iodides,
Triflates, Bromides, and Diazoniums salts)
173
6.4.2.2
Nickel and ruthenium-catalyzed Reactions
180
6.4.3 Stille
Reaction
280
6.4.4
Sonogashira Reaction, Alkyne
Oxid
ative
Dimerization
282
6.4.5
Tsuji-Trost Reaction
186
6.4.6 Hartwig—Buchwald
Coupling
189
6.4.7
Hiyama Reaction
189
6.5
Conclusion
191
References
2 92
7
On Water for Green Chemistry
207
U
Liu and Dong Wang
Introduction
207
Pencydic Reactions
208
Addition of Heteronucleophiles to Unsaturated
Carbonyl Compounds
22 2
Enantioselective Direct Aldol Reactions
22 3
Coupling Reactions
225
Transition Metal-catalyzed Cross-coupling Reactions
225
Dehydrogenative Coupling Reactions
216
Oxidation
222
Bromination Reactions
223
Miscellaneous Reactions
224
Nudeophilic Substitution
224
Functionalazation of SWNTs
225
Theoretical Studies
226
Condusion
227
References
227
8
Pericydic Reactions in Water. Towards Green Chemistry
229
Jaap E.
Klijn and
Jan ß.F.N. Engberts
8.1
Introduction
229
8.1.1
Pencydic Reactions
229
8.1.2
Water, the Ultimate Green Solvent
232
8.2
Pericydic Reactions in Aqueous Media
234
7.
1
7.
2
7.
3
7.
4
7.
5
7.5.1
7.
5.2
7.
6
7.
7
7.8
7.
8.1
7.
8.2
7.
9
V.
10
Contents
IX
8.2.1
Introduction
234
8.2.2
Norma]
and inverse Electron-demand Diels-AIder
Reactions in
Water
234
8.2.3
Intramolecular Diels-AIder Reactions
242
8.2.4
Retro-Diels-Alder
Reactions
243
8.2.5
Forward and Retro-hetero-Diels-Alder Reactions
244
8.2.6
Photocydoadditions
248
8.2.7
1,3-Dipolai Cydoaddrnons
249
8.2.8
Claisen Rearrangements
251
8.2.9
Mixed Aqueous Binary
Mixtures
252
8.2.10
On Water Pericydic Reactions
254
8.2.11
(Bio)catalysis, Cydodextnns, Surfactant Aggregates,
Molecular Cages, Microwaves, Supercritical Water
255
8.2.11.1
(Bio)catalysis
256
8.2.11.2
Catalysis by Cydodextnns
259
8.2.11.3
Catalysis by Surfactant Aggregates
261
8.2.11.4
Microwave-assisted Aqueous Pericydic Reactions
266
8.2.11.5
Supercritical Water
267
8.3
Conclusion
267
References
268
9
Non-conventional Energy Sources for Green Synthesis
in Water (Microwave, Ultrasound, and Photo)
273
Vivek Poishettiwar and Rajender S.
Varma
9.1
Introduction
273
9.2
MW-assisted Organic Transformations in Aqueous Media
274
9.2.1
Carbon-Carbon Coupling Reactions
274
9.2.2
Nitrogen-containing Heterocydes
277
9.2.3
Oxygen-containing Heterocydes
280
9.2.4
Het
er
осу
clic
Hydrazone
s
282
9.2.5
Other Miscellaneous Reactions
282
9.3
Sonochemical Organic Transformations in
Aqueous Media
285
9.3.1
Synthesis of Heterocydes
285
9.3.2
Pmacol Coupling Reaction
286
9.4
Photochemical Transformations
m
Aqueous Media
287
9.5
Condusion
288
References
288
10
Functionalizatjon of Carbohydrates in Water
291
Mane-Christine Scherrmann,
André Lubineau,
and
Yves Queneau
10.1
Introduction
291
10.2
C
-С
Bond Formation Reactions
292
10.2.1
Knoevenagel Condensations
292
Contents
10.2.
2
10.2.
3
10.2.4
10.2.
5
10.3
10.3.
1
10.3.
2
10.4
10.4.
1
10.4.
2
10.4.3
10.5
Barbier-type
Reactions
297
Baylis-Hillman Reactions
305
Electrophilic Aromatic Substitution Reactions
306
Mukaiyama Aldol Reaction
308
С
-N
Bond Formation Reactions
309
Glycosylarmnes and Glycamines
309
Aza
Sugars
311
Functionalization of Hydroxy Groups
312
Esterification, Etherification, Caxbamation: the Example
of Sucrose
313
Oxidation Reactions
318
Bioconversions
319
Glyco-organic Substrates and Reactions in Aqueous
Sugar Solutions
319
10.6
Conclusion
324
References
324
Π
Water Under Extreme Conditions for Green Chemistry
331
Phillip E. 5awage and Natalie A. Rebacz
11.1
Introduction
3 3
I
11.2
Background
332
11.2.1
Properties of HTW
332
11.2.2
Process Engineering Considerations
334
11.2.3
Theoretical, Computational, and Experimental
Methods
335
11.2.3.1
Classical Theory
336
11.2.3.2
Molecular and Computational Modeling
337
11.2.3.3
Experimental Methods
338
11.2.4 pH
Effects
339
11.3
Recent Progress in HTW Synthesis
343
11.3.1
Hydrogénation
343
11.3.2
C-C
Bond Formation
344
11.3.2.1
Friedel-Cxafts Alkylation
344
11.3.2.2
Heck Coupling
345
11.3.2.3
Nazaxov Cydization
346
11.3.3
Condensation
346
11.3.4
Hydrolysis
348
11.3.5
Rearrangements
350
11.3.6 Hydraüon/Dehydration 351
11.3.7
Elimination
3 53
11.3.8
Partial Oxidation to Form Cafboxylic Acids
354
11.3.9
C
-С
Bond Cleavage
355
11.3.10
Н
-D
Exchange
355
11.3.11
Amidation
355
References
356
Contents
XI
12
Water as a Creen
Solvent for Pharmaceutical Applications
363
Peter Dunn
12.1
Introduction
-
Is Water a Green Solvent?
363
12.2
Water-based Enzymatic Processes
363
12.2.1
The PregabaJm (Lyrica) Process
364
12.2.2
Enzymatic Routes to Statins
366
12.2.2.1
The Enzymatic Process to Make Rosuvastatin (Crestor)
Intermediate
5 366
12.2.2.2
Enzymatic Routes to Atorvastatin
(Lipitor)
367
12.2.3
The Enzymatic Process to Make LY3001
64 369
12.2.4
The Enzymatic Process to Prepare
б-АітпорепісіДапіс
Acid
371
12.2.5
Enzymatic Routes to Oseltamivir Phosphate (Tamiflu)
372
12.3
Processes in Which the Product is Isolated by
pH
Adjustment to the Isoelectric Point
374
12.3.1
Process to Prepare the
Südenafil
Citrate (Viagra)
Intermediate
24 374
12.3.2
The Sampatrilat Process
374
12.4
Carbon—Carbon Bond-forming Cross-coupling Reactions
in Water
375
12.4.1
Process to Make Compound
29
an Intermediate for a Drug
Candidate to Treat Depression
376
12
A.
2
An Aqueous Suzuki Reaction to Prepare Diflusinal
33 377
12.5
Pharmaceutical Processes Using Mixed Aqueous Solvents
378
12.5.1
The Lumiracoxib Process
379
12.5.2
An Environmentally Friendly Baylis-Hillman Process
379
12.6
Conclusion
380
References
382
13
Water as a Green Solvent for Bulk Chemicals
385
Ferenc
Joó
and
Ágnes Kathó
13.1
Introduction
385
13.2
Hydr
oforxnylaüon
-
an Overview
386
13.2.1
General Aspects of HydioformyLatkm
386
13.2.2
Industrial Hydroformylation Processes in Non-aqueous
Systems
388
13.2.2.1
Cobalt-based Hydxoforraylation Catalysts and Processes
388
13.2.2.2
Rhodium-based Hydroformylation Catalysts and Processes
389
13.2.2.3
Iigands Used for Catalyst Modification
391
13.2.3
Central Questions in Hydroformylation Processes
392
13.3
Water as Solvent for Hydroformylation
393
13.3.1
Aqueous—Organic Biphasic Catalysis
393
13.3.2
Aqueous-Organic Biphasic Hydroformylation
394
13.3.2.1
The
Ruhrchemie—
Rhône-Pouienc
Process
395
13.3.2.2
Green Features of the Ruhrchemie—
Rhône-Poulenc
Process
398
XII
Contents
13.3.2.3
Hydroformylation of Longei Chain
Alkenes
in
Aqueous—
Organic
Biphasic Systems
399
13.3.2.4
Developments in Reactor Design for Aqueous-Organic Biphasic
Hydroformylations
400
13.3.3
Catalyst Recovery by Water-induced Phase Separation
401
13.4
Water as Solvent in the Production of 2,7-Octadien-l-ol
(Kuraray Process)
403
13.5
Conclusion
405
References
406
Index
409
|
| any_adam_object | 1 |
| author2 | Li, Chao-Jun |
| author2_role | edt |
| author2_variant | c j l cjl |
| author_facet | Li, Chao-Jun |
| building | Verbundindex |
| bvnumber | BV036437553 |
| classification_rvk | VN 9200 |
| classification_tum | CHE 138b CHE 050b |
| ctrlnum | (OCoLC)705472295 (DE-599)BVBBV036437553 |
| discipline | Chemie / Pharmazie Physik Chemie |
| format | Book |
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| id | DE-604.BV036437553 |
| illustrated | Illustrated |
| indexdate | 2024-07-09T22:39:24Z |
| institution | BVB |
| isbn | 9783527325917 9783527315741 |
| language | English |
| oai_aleph_id | oai:aleph.bib-bvb.de:BVB01-020309976 |
| oclc_num | 705472295 |
| open_access_boolean | |
| owner | DE-1028 DE-83 DE-91G DE-BY-TUM DE-355 DE-BY-UBR |
| owner_facet | DE-1028 DE-83 DE-91G DE-BY-TUM DE-355 DE-BY-UBR |
| physical | XVIII, 427 S. Ill., graph. Darst. |
| publishDate | 2010 |
| publishDateSearch | 2010 |
| publishDateSort | 2010 |
| publisher | Wiley-VCH-Verl. |
| record_format | marc |
| series | Handbook of green chemistry |
| series2 | Handbook of green chemistry |
| spelling | Reactions in water ed. by Chao-Jun Li Weinheim Wiley-VCH-Verl. 2010 XVIII, 427 S. Ill., graph. Darst. txt rdacontent n rdamedia nc rdacarrier Handbook of green chemistry 5 : Set 2, Green solvents Lösungsmittel (DE-588)4036160-3 gnd rswk-swf Grüne Chemie (DE-588)7563215-9 gnd rswk-swf Wasser (DE-588)4064689-0 gnd rswk-swf Lösungsmittel (DE-588)4036160-3 s Wasser (DE-588)4064689-0 s Grüne Chemie (DE-588)7563215-9 s DE-604 Li, Chao-Jun edt Handbook of green chemistry 5 : Set 2, Green solvents (DE-604)BV035406315 5 Digitalisierung UB Regensburg - ADAM Catalogue Enrichment application/pdf http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=020309976&sequence=000002&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA Inhaltsverzeichnis |
| spellingShingle | Reactions in water Handbook of green chemistry Lösungsmittel (DE-588)4036160-3 gnd Grüne Chemie (DE-588)7563215-9 gnd Wasser (DE-588)4064689-0 gnd |
| subject_GND | (DE-588)4036160-3 (DE-588)7563215-9 (DE-588)4064689-0 |
| title | Reactions in water |
| title_auth | Reactions in water |
| title_exact_search | Reactions in water |
| title_full | Reactions in water ed. by Chao-Jun Li |
| title_fullStr | Reactions in water ed. by Chao-Jun Li |
| title_full_unstemmed | Reactions in water ed. by Chao-Jun Li |
| title_short | Reactions in water |
| title_sort | reactions in water |
| topic | Lösungsmittel (DE-588)4036160-3 gnd Grüne Chemie (DE-588)7563215-9 gnd Wasser (DE-588)4064689-0 gnd |
| topic_facet | Lösungsmittel Grüne Chemie Wasser |
| url | http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=020309976&sequence=000002&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA |
| volume_link | (DE-604)BV035406315 |
| work_keys_str_mv | AT lichaojun reactionsinwater |