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Aqueous Organometallic Catalysis

Author(s): Joo, Ferenc
Edition: 1st
ISBN10: 1402001959
ISBN13: 9781402001956
Cover: Hardcover
 
New Copy: Usually Ships in 7-10 Business Days
 
List Price $159.00 
Our Price $151.92
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SummaryTable of Contents
Over the past 20 years aqueous organometallic catalysis has found applications in small- scale organic synthesis in the laboratory, as well as in the industrial production of chemicals with a combined output close to one million tons per year. Aqueous/organic two-phase reactions allow easy product-catalyst separation and full catalyst recovery which mean clear benefits not only in economic but also in environmental and green chemistry contexts. Instead of putting together a series of expert reviews of specialized fields, this book attempts to give a comprehensive yet comprehensible description of the various catalytic transformations in aqueous systems as seen by an author who has been working on aqueous organometallic catalysis since its origin. Emphasis is put on the discussion of differences between related non-aqueous and aqueous processes due to the presence of water. The book will be of interest to experts and students working in catalysis, inorganic chemistry or organic synthesis, and may serve as a basis for advanced courses.
Preface ix
Introduction
1(10)
A personal look at the history of aqueous organometallic catalysis
1(4)
General characteristics of aqueous organometallic catalysis
5(6)
References
9(2)
Ligands used for aqueous organometallic catalysis
11(36)
Tertiary phosphine ligands with sulfonate or alkylene sulfate substituents
12(9)
Direct sulfonation
13(3)
Nucleophilic phosphinations, Grignard-reactions and catalytic cross-coupling for preparation of sulfonated phosphines
16(4)
Addition reactions
20(1)
Tertiary phosphine ligands with nitrogen-containing substituents
21(3)
Phosphine ligands with carboxyl substituents
24(1)
Hydroxyl-substituted water-soluble tertiary phosphines
25(2)
Macroligands in aqueous organometallic catalysis
27(5)
Bis[2-(diphenylphosphino)ethyl]amine - a versatile starting material for chelating bisphosphines
32(1)
Tertiary phosphines with phosphonate and phosphonium substituents
32(1)
Water-soluble ligands for aqueous organometallic catalysis - latest developments
32(7)
Solubilities of tertiary phosphines and their complexes in water
39(8)
References
40(7)
Hydrogenation
47(102)
Hydrogenation of olefins
49(31)
Catalysts with simple ions as ligands
49(1)
Ruthenium salts as hydrogenation catalysts
49(1)
Hydridopentacyanocobaltate(III)
50(1)
Water-soluble hydrogenation catalysts other than simple complex ions
51(1)
Catalysts containing phosphine ligands
51(7)
Hydrogenation of olefins with miscellaneous water-soluble catalysts without phosphine ligands
58(1)
Mechanistic features of hydrogenation of olefins in aqueous systems
58(8)
Water-soluble hydrogenation catalysts with macromolecular ligands
66(1)
Enantioselective hydrogenations of prochiral olefins
67(8)
Effect of amphiphiles on the enantioselective hydrogenation of prochiral olefins in water
75(5)
Hydrogenation of arenes and heteroarenes in aqueous systems
80(7)
Hydrogenation of aldehydes and ketones
87(11)
Hydrogenation of miscellaneous organic substrates
98(4)
Hydrogenation of nitro compounds and imines
98(4)
Transfer hydrogenation and hydrogenolysis
102(11)
Hydrogenation of carbon dioxide in aqueous solution
113(9)
Hydrogenations of biological interest
122(9)
Hydrogenation of biological membranes
122(5)
Regeneration of dihydronicotinamide cofactors
127(4)
The water gas shift reaction and hydrogenations with CO-H2O mixtures
131(18)
The water gas shift reaction
131(4)
Hydrogenations with CO + H2O
135(3)
References
138(11)
Hydroformylation
149(42)
Introduction
149(3)
Rhodium-catalyzed biphasic hydroformylation of olefins. The Ruhrchemie-Rhone Poulenc process for manufacturing butyraldehyde
152(4)
Aqueous/organic biphasic hydroformylation butenes and other alkenes
156(1)
Basic research in aqueous organometallic hydroformylation; ligands and catalysts
157(4)
Mechanistic considerations
161(5)
Effects of water
161(3)
Effects of pH
164(2)
Asymmetric hydroformylation in aqueous media
166(1)
Surfactants in aqueous hydroformylation
167(5)
Water soluble polymeric ligands in aqueous hydroformylation
172(4)
Aqueous extractions for efficient catalyst recovery
176(3)
Synthetic applications
179(5)
Miscellaneous aspects of aqueous-organic biphasic hydroformylation
184(7)
Interphase engineering using ``promoter ligands''
184(1)
Gas-liquid-liquid reaction engineering
185(1)
References
185(6)
Carbonylation
191(18)
Introduction
191(1)
Carbonylation of organic halides
192(5)
Carbonylation of methane, alkenes and alkynes
197(5)
Carbonylation of alcohols
202(7)
References
205(4)
Carbon-carbon bond formation
209(28)
Heck reactions in water
210(4)
Suzuki couplings in aqueous media
214(4)
Sonogashira couplings in aqueous media
218(3)
Allylic alkylations in aqueous media
221(4)
Catalytic removal of allylic protecting groups
225(2)
Stille couplings in aqueous media
227(3)
Other catalytic C-C bond formations
230(7)
Miscellaneous reactions
230(3)
Nucleophilic additions to 1,3-dienes; the synthesis of geranylacetone
233(1)
References
234(3)
Dimerization, oligomerization and polymerization of alkenes and alkynes
237(20)
Dimerization and polymerization of ethylene
237(2)
Telomerization of dienes
239(4)
Ring-opening metathesis polymerizations in aqueous media
243(4)
Alkyne reactions
247(3)
Alternating copolymerization of alkenes and carbon monoxide
250(7)
References
253(4)
Catalytic oxidations in aqueous media - recent developments
257(8)
Wacker-type oxidations
257(3)
Oxidations with O2 and H2O2
260(5)
References
262(3)
Miscellaneous catalytic reactions in aqueous media
265(14)
Aqueous organometallic catalysis under traditional conditions
265(9)
Emerging techniques
274(5)
References
275(4)
Host-guest chemistry in aqueous organometallic catalysis
279(12)
Cyclodextrins and the formation of inclusion compounds
279(2)
Application of cyclodextrins and other host molecules in aqueous organometallic catalysis
281(10)
References
289(2)
Index 291(7)
Key to the abbreviations 298

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