Summary of Research Project Results Under the JSPS FY2000
"Research for the future Program"



1.Research Institution@Osaka University
@
2.Research Area@Physical and Engineering Sciences
@
3.Research Field@Advanced Processes
@
4.Term of Project@FY1996`FY2000
@
5.Project Number@96P00301
@
6.Title of Project@Environmentally Friendly Catalytic Process

7.Projetct Leader
Name Institution,Department Title of Position
Shun-Ichi Murahashi Osaka University, Graduate School of Engineering Science Prof.

8.Core Members

Names Institution,Department Title of Position
Yasutaka Ishii Kansai University, Faculty of Engineering Prof.
Kiyotomi Kaneda Osaka University, Graduate School of Engineering Science Prof.

9.Cooperating Researchers

Names Institution,Department Title of Position
Takeshi Naota Osaka University, Graduate School of Engineering Science Assoc. Prof.
Yasushi Imada Osaka University, Graduate School of Engineering Science Assoc. Prof.
Yutaka Nishiyama Kansai University, Faculty of Engineering Assoc. Prof.

10.Summary of Research Results

The main aim of the present research project is to acquire innovative method for organic transformations that satisfies future social requirement for atom economy and sustainability.
1) Catalytic Oxidations Simulated by Enzymatic Functions: Based on the new strategy for simulating enzymatic function of cytochrome P-450 monooxygenases with transition metal catalysis, the generation, reactivity and catalysis of various oxometal species of transition metals have been investigated from synthetic viewpopoints. A variety of specific oxygenation reactions of amines, phenols and alkanes can be performed with homogeneous and heterogeneous metal catalysts with oxidants such as peroxides and molecular oxygen. 2) Development of Aerobic Oxidations Mediated by Radical Species: A new methodology for the catalytic aerobic oxidations has been developed using N-hydroxyphthalimide (NHPI) as a radical mediator. Various oxidative transformations of alkanes such as oxidative cleavage, nitration and sulfoxidation can be performed under oxygen atmosphere with a catalytic amount of metal complexes and NHPI. 3) Development of Organic Transformations with Redox Lewis Acid and Base Catalysts: Low valent metal complexes bearing low redox potentials have proven to act as efficient Lewis acid and base catalysts for various organic transformations, which include hydration, amidation, and esterification of nitriles, aldol condensations, Michael additions, and so on.

11.Key Words

(1)Oxidation of AlkanesA(2)Oxidation of AminesA(3)Oxidation of Alkenes
(4)Aerobic OxidationsA(5)Ruthenium CatalystsA(6)Hydrotalcites
(7)NitrilesA(8)C-H ActivationA(9)N-Hydroxyphthalimide

12.References

[Reference Articles]
Author Title of Article
N. Komiya Aerobic Oxidation of Alkanes in the Presence of Acetaldehyde Catalyzed by Copper-Crown Ether
Journal Volume Year Pages Concerned
Tetrahedron Lett. 37 1996 1633-1636

Author Title of Article
S. -I. Murahashi Ruthenium-Catalyzed Oxidation of Phenols with Alkyl Hydroperoxides. A Novel, Facile Route to 2-Substituted Quinones
Journal Volume Year Pages Concerned
J. Am. Chem. Soc. 118 1996 2509-2510

Author Title of Article
S. -I. Murahashi Ruthenium-Catalyzed Oxidations of Alcohols
Journal Volume Year Pages Concerned
Russian J. Org. Chem. (Zhurnal Organicheskoi Khimii). T32 1996 223-232

Author Title of Article
T. Hosokawa A Chiral Amidophosphine Bearing a P-N Bond and Its p-Allyl Palladium(II)Chemistry
Journal Volume Year Pages Concerned
Chem. Commun. @ 1996 859-860

Author Title of Article
T. Hosokawa The First Isolation and Characterization of a Palladium-Copper Heterometallic Complex Bearing ƒÊ4-Oxo Atom Derived from Molecular Oxygen
Journal Volume Year Pages Concerned
J. Am. Chem. Soc. 118 1996 3990-3991

Author Title of Article
Y. Imada Palladium-Catalyzed Double and Single Carbonylations of b-Amino Alcohols. Selective Synthesis of Morpholine-2, 3-diones and Oxazolidin-2-ones and Applications for Synthesis of a-Oxo Carboxylic Acids
Journal Volume Year Pages Concerned
Bull. Chem. Soc. Jpn. 69 1996 2079-2090

Author Title of Article
S. -I. Murahashi A New Way for Efficient Catalysis by Using Low Valent Ruthenium Complexes as Redox Lewis Acid and Base Catalysts
Journal Volume Year Pages Concerned
Bull. Chem. Soc. Jpn. 69 1996 1805-1824

Author Title of Article
N. Komiya Aerobic Oxidation of Alkanes and Alkenes in the Presence of Aldehydes Catalyzed by Copper Salts and Copper-Crown Ether
Journal Volume Year Pages Concerned
J. Mol. Cat. 117 1997 21-35

Author Title of Article
Y. Imada Palladium-Catalyzed Asymmetric Alkoxycarbonylation of Allyl Phosphates
Journal Volume Year Pages Concerned
Tetrahedron Lett. 38 1997 8227-8230

Author Title of Article
H. Takaya Iridium Hydride Complex Catalyzed Addtion of Nitriles to Carbon-Nitrogen Triple Bonds of Nitriles
Journal Volume Year Pages Concerned
J. Am. Chem. Soc. @ 1998 4244-4245

Author Title of Article
S. -I. Murahashi Synthesis of (R)-and (S)-3-(tert-Butyldimethylsilyloxy)-l-Pyrroline N-Oxides-Chiral Nitrones for Synthesis of Biologically Active Pyrrolidine Derivative, Geissman-Waiss Lactone
Journal Volume Year Pages Concerned
Tetrahedron Lett. 39 1998 2765-2766

Author Title of Article
S. -I. Murahashi New Types of Catalytic Oxidations in Organic Synthesis
Journal Volume Year Pages Concerned
Catal. Today 41 1998 339-349

Author Title of Article
N. Komiya Manganese Catalyzed Asymmetric Oxidation of Alkanes to Optically Active Ketones Bearing Asymmetric Center at the -position
Journal Volume Year Pages Concerned
Tetrahedron Lett. 39 1998 7921-7924

Author Title of Article
T. Naota Ruthenium-Catalyzed Reactions for Organic Synthesis
Journal Volume Year Pages Concerned
Chem. Rev. 98 1998 2599-2660

Author Title of Article
T. Hosokawa Palladium-Copper-DMF Complexes Involved in the Oxidation of Alkenes
Journal Volume Year Pages Concerned
J. Organomet. Chem. 551 1998 387-389

Author Title of Article
H. Ohtake Highly Diastereoselective Addition of a Chiral Ketene Silyl Acetal to Nitrones:Asymmetric Synthesis of ƒÀ-Amino Acids and Key Intermediates of ƒÀ-Lactam Antibiotics
Journal Volume Year Pages Concerned
J. Org. Chem. 64 1999 3790-3791

Author Title of Article
T. Hosokawa Synthesis of (ƒÎ-Allyl)palladium Complexes from Cationic Palladium(II) Complexes and Allylic Alcohols
Journal Volume Year Pages Concerned
J. Organomet. Chem. 574 1999 99-101

Author Title of Article
T. Kawakami Asymmetric Synthesis of ƒÀ-Amino Acids by Addition of Chiral Enolates to N-Acyloxy-iminium Ions and Application for Synthesis of Optically Active 5-Substituted 8-Methylindolizidines
Journal Volume Year Pages Concerned
Org. Lett. 1 1999 107-110

Author Title of Article
T. Kawakami Reversal of Diastereoselectivity of the Reaction of Chiral Boron and Titanium Enolates with Nitrones via N-Acyloxyiminium Intermediates. Asymmetric Synthesis of Diastereomeric ƒÀ-Amino Acids
Journal Volume Year Pages Concerned
Chem. Lett. @ 1999 795-796

Author Title of Article
H. Ohtake Regioselective Synthesis of Nitrones by Decarboxylative Oxidation of N-Alkyl-ƒ¿-Amino Acids and Application to the Synthesis of l-Azabicyclic Alkaloids
Journal Volume Year Pages Concerned
Bull. Chem. Soc. Jpn. 72 1999 2737-2754

Author Title of Article
S. -I. Murahashi Synthesis of Homochiral ƒÀ-Sulfinyl Nitrones and Their Application for Enantioselective Synthesis of(+)-Euphococcinine
Journal Volume Year Pages Concerned
Heterocycles 52 2000 557-561

Author Title of Article
S. -I. Murahashi Glycine-Selective Ruthenium Catalyzed Oxidative Modification of Short Peptides
Journal Volume Year Pages Concerned
Peptide Science 1999 @ 2000 137-140

Author Title of Article
S. -I. Murahashi Synthesis of Optically Active N-Hydroxylamines by Asymmetric Hydrogenation of Nitrones with Iridium Catalysts
Journal Volume Year Pages Concerned
Chem. Commun. @ 2000 409-410

Author Title of Article
T. Naota Synthesis and Characterization of C- and N-Bound Isomers of Transition Metal ƒ¿-Cyanocarbanions
Journal Volume Year Pages Concerned
J. Am. Chem. Soc. 122 2000 2960-2961

Author Title of Article
S. -I. Murahashi Low-Valent Ruthenium and Iridium Hydride Complexes as Alternatives to Lewis Acid and Base Catalysts
Journal Volume Year Pages Concerned
Acc. Chem. Res. 33 2000 225-233

Author Title of Article
S. -I. Murahashi Aldol and Michael Reactions of Nitriles Catalyzed by Cyclopentadienylruthenium Enolate Complexes
Journal Volume Year Pages Concerned
Synlett 7 2000 1016-1018

Author Title of Article
S. -I. Murahashi Exploitation of Environmentally Friendly Catalytic Processes
Journal Volume Year Pages Concerned
Gratama Workshop 2000, Conference Report @ 2000 37-39

Author Title of Article
N. Komiya Copper-Catalyzed Aerobic Oxidation of Alkanes
Journal Volume Year Pages Concerned
Gratama Workshop 2000, Conference Report @ 2000 144-146

Author Title of Article
H. Takaya Iridium-Catalyzed Addition of Carbon Pronucleophiles to CN Triple Bonds of Nitriles
Journal Volume Year Pages Concerned
Gratama Workshop 2000, Conference Report @ 2000 175-177

Author Title of Article
T. Kawakami Asymmetric Synthesis of ƒÀ-Amino Acids by Addition of Chiral Enolates to Nitrones via N-Acyloxyiminium Ions
Journal Volume Year Pages Concerned
Bull. Chem. Soc. Jpn. 72 2000 2423-2444

Author Title of Article
S. -I. Murahashi Ruthenium-Catalyzed Oxidation of Alkenes with tert-Butyl Hydroperoxide and Peracetic Acid
Journal Volume Year Pages Concerned
J. Org. Chem. 65 2000 9186-9193

Author Title of Article
S. -I. Murahashi Ruthenium-catalyzed Glycine-selective Oxidative Backbone Modification of Peptides
Journal Volume Year Pages Concerned
Tetrahedron Lett. 41 2000 10245-10249

Author Title of Article
N. Komiya Ruthenium-Catalysed Oxidation of Alkanes with Peracetic Acid in Trifluoroacetic Acid:Ruthenium as an Efficient Catalyst for the Oxidation of Unactivated C-H Bonds
Journal Volume Year Pages Concerned
Chem. Commun. @ 2001 65-66

Author Title of Article
T. Naota Carbon-Carbon Bond Forming Reactions of N-Bound Transition Metal ƒ¿-Cyanocarbanions: a Mechanistic Probe for Catalytic Michael Reactions of Nitriles
Journal Volume Year Pages Concerned
Chem. Commun. @ 2001 63-64

Author Title of Article
H. Takaya Rhodium Complex-Catalyzed Reaction of Isonitriles with Carbonyl Compounds: Catalytic Synthesis of Pyrroles
Journal Volume Year Pages Concerned
Org. Lett. 3 2001 421-424

Author Title of Article
T. Hottop Synthesis of 4-Demethoxyadriamycinone Utilizing Ruthenium-Catalyzed Oxidation of Allyl Acetates
Journal Volume Year Pages Concerned
Tetrahedron Lett. @ 2001 in press

Author Title of Article
H. Takaya Activation of C-H Bonds ƒ¿ to Nitriles for Combinatorial Chemistry: Ruthenium-Catalyzed Aldol and Michael Reactions of Polymer-Supported Nitriles
Journal Volume Year Pages Concerned
Synlett @ 2001 in press

Author Title of Article
K. Kaneda Catalysis by Polymer-Bound Rhodium Carbonyl Clusters. Selective Hydrogenation of ƒ¿, ƒÀ-Unsaturated Aldehydes to Allylic Alcohols in the Presence of H2 and CO
Journal Volume Year Pages Concerned
Organometallics 15 1996 3247-3249

Author Title of Article
K. Kaneda Highly Selective Oxidation of Allylic Alcohols to ƒ¿, ƒÀ-Unsaturated Aldehydes Using Pd Cluster Catalysts in the Presence of Molecular Oxygen
Journal Volume Year Pages Concerned
J. Org. Chem. 61 1996 4502-4503

Author Title of Article
K. Kaneda Heterogeneous Baeyer-Villiger Oxidation of Ketones Using m-Chloroperbenzoic Acid Catalyzed by Hydrotalcites
Journal Volume Year Pages Concerned
Tetrahedron Lett. 37 1996 4555-4558

Author Title of Article
K. Kaneda Development of Hydrotalcite Catalysts in Heterogeneous Baeyer-Villiger Oxidation
Journal Volume Year Pages Concerned
ACS Symp. Ser., No. 638 Heterogeneous Hydrocarbon Oxidation @ 1996 300-318

Author Title of Article
T. Mizugaki Highly Chemoselective Reduction of Aldehyde Function Catalyzed by Polymer-Bound Rh6 Cluster Complex Under Water-Gas Shift Reaction Conditions
Journal Volume Year Pages Concerned
Tetrahedron Lett. 38 1997 3005-3008

Author Title of Article
T. Mizugaki Catalysis by Polymer-Bound Rh6 Carbonyl Clusters. Selective Hydrogenation of Carbonyl Compounds in the Presence of CO and H2O
Journal Volume Year Pages Concerned
Applied Surface Science 121/122 1997 360-365

Author Title of Article
S. Ueno The Active Sites in the Heterogeneous Baeyer-Villiger Oxidation of Cyclopentanone by Hydrotalcite Catalysts
Journal Volume Year Pages Concerned
Applied Surface Science 121/122 1997 366-371

Author Title of Article
K. Kaneda Catalysis of Giant Palladium Cluster Complexes. Highly Selective Oxidation of Primary Allylic Alcohols to ƒ¿, ƒÀ-Unsaturated Aldehydes in the Presence of Molecular Oxygen
Journal Volume Year Pages Concerned
Tetrahedron Lett. 38 1997 9023-9026

Author Title of Article
K. Kaneda Catalysis of Layered Hydrotalcites in Heterogeneous Hydrocarbon Oxidations
Journal Volume Year Pages Concerned
Current Topics in Catalysis 1 1997 91-105

Author Title of Article
S. Ueno Hydrotalcite Catalysis: Heterogeneous Epoxidation of Olefins Using Hydrogen Peroxide in the Presence of Nitrile
Journal Volume Year Pages Concerned
Chem. Commun. @ 1998 295-296

Author Title of Article
K. Kaneda Heterogeneous Oxidation of Allylic and Benzylic Alcohols Catalyzed by Ru-Mg-Al Hydrotalcites in the Presence of Molecular Oxygen
Journal Volume Year Pages Concerned
J. Org. Chem. 63 1998 1750-1751

Author Title of Article
T. Mizugaki Chemoselective Transfer Hydrogenation of ƒ¿, ƒÀ-Unsaturated Aldehydes to Allylic Alcohols Using Formic Acid Catalyzed by Polymer-Bound Rh Carbonyl Clusters
Journal Volume Year Pages Concerned
J. Org. Chem. 63 1998 2378-2381

Author Title of Article
T. Matsushita Highly Efficient Oxidation of Alcohols and Aromatic Compounds Catalysed by Ru-Co-Al Hydrotalcite in the Presence of Molecular Oxygen
Journal Volume Year Pages Concerned
Chem. Commun. @ 1999 265-266

Author Title of Article
K. Yamaguchi Basic Hydrotalcite Catalysts for Heterogeneous Epoxidation of Olefines using Hydrogen Peroxide with Amide Compounds
Journal Volume Year Pages Concerned
J. Org. Chem. 64 1999 2966-2968

Author Title of Article
K. Ebitani Immobilization of Ligand-Preserved Palladium Giant Cluster onto Metal Oxide Surface and Its Nobel Heterogeneous Catalysis for Oxidation of Primary Allylic Alcohols in the Presence of Molecular Oxygen
Journal Volume Year Pages Concerned
Langmuir 15 1999 3557-3562

Author Title of Article
K. Yamaguchi Mg-Al Mixed Oxides as Highly Active Acid-Base Catalysts for Cycloaddition of Carbon Dioxide to Epoxides
Journal Volume Year Pages Concerned
J. Am. Chem. Soc. 121 1999 4526-4527

Author Title of Article
K. Yamaguchi Heterogeneous N-oxidation of Pyridines Using a Combined Oxidant of Hydrogen Peroxide and Nitriles Catalysed by Basic Hydrotalcites
Journal Volume Year Pages Concerned
New J. Chem. 23 1999 799-802

Author Title of Article
T. Mizugaki Catalysis of Dendrimer-Bound Pd(II) Complex -Selective Hydrogenation of Dienes to Monoenes-
Journal Volume Year Pages Concerned
J. Mol. Cat. A: Chemical 145 1999 329-333

Author Title of Article
K. Kaneda Catalyst Design of Polymer-Bound Metal Complexes in Selective Reduction of Organic Compounds
Journal Volume Year Pages Concerned
Trends in Organometallic Chemistry 3 1999 179-200

Author Title of Article
K. Ebitani Preparation of Zeolite X-Encapsulated Copper(II) Chloride Complex and Its Catalysis for Liquid-Phase Oxygenation of Enamines in the Presence of Molecular Oxygen
Journal Volume Year Pages Concerned
Chem. Commun. @ 2000 869-870

Author Title of Article
K. Ebitani Simple and Clean Synthesis of 9, 9-Bis[4-(2-hydroxyethoxy)phenyl]fluorene from Aromatic Alkylation of Phenoxyethanol with Fluoren-9-one Catalysed by Titanium Cation-Exchanged Montmorillonite
Journal Volume Year Pages Concerned
Green Chemistry 2 2000 157-160

Author Title of Article
K. Yamaguchi Creation of a Monomeric Ru Species on the Surface of Hydroxyapatite as an Efficient Heterogeneous Catalyst for Aerobic Alcohol Oxidation
Journal Volume Year Pages Concerned
J. Am. Chem. Soc. 122 2000 7144-7145

Author Title of Article
K. Kaneda Catalyst Design of Hydrotalcite Compounds for Efficient Oxidations
Journal Volume Year Pages Concerned
Catalysis Surveys from Japan 4 2000 31-38

Author Title of Article
K. Yamaguchi Epoxidation of ƒ¿, ƒÀ-Unsaturated Ketones Using Hydrogen Peroxide in the Presence of Basic Hydrotalcite Catalysts
Journal Volume Year Pages Concerned
J. Org. Chem. 65 2000 6897-6903

Author Title of Article
K. Yamaguchi Creation of a Monomeric Ru Species on the Surface of Hydroxyapatite as an Efficient Heterogeneous Catalyst for Aerobic Alcohol Oxidation
Journal Volume Year Pages Concerned
J. Am. Chem. Soc. 122 2000 7144-7145

Author Title of Article
K. Kaneda Catalyst Design of Hydrotalcite Compounds for Efficient Oxidations
Journal Volume Year Pages Concerned
Catalysis Surveys from Japan 4 2000 31-38

Author Title of Article
K. Yamaguchi Epoxidation of ƒ¿, ƒÀ-Unsaturated Ketones Using Hydrogen Peroxide in the Presence of Basic Hydrotalcite Catalysts
Journal Volume Year Pages Concerned
J. Org. Chem. 65 2000 6897-6903

Author Title of Article
K. Nagashima Preparation of Highly Dispersed Cu on TiO2 Using Cu(II)
Journal Volume Year Pages Concerned
Chem. Lett. @ 2000 264-265

Author Title of Article
H. Zhu Synthesis of Dimethylaminoethyl Chitin and Applicatrions as a Polymeric Ligand to Form Rh Cluster Complexes for the Reduction of Benzaldehyde and Nitrobenzene
Journal Volume Year Pages Concerned
Macromol. Chem. Phys. 201 2000 1431-1435

Author Title of Article
K. Ebitani XAFS Study on Active Pr Sites in Zeolite as a Photocatalyst for Decomposition of Nitrous Oxide
Journal Volume Year Pages Concerned
Journal of Synchrotron Radiation 8 2001 481-483

Author Title of Article
K. Mori Catalysis of a Hydroxyapatite-Bound Ru Complex: Efficient Heterogeneous Oxidation of Primary Amines to Nitriles in the Presence of Molecular Oxygen
Journal Volume Year Pages Concerned
Chem. Commun. @ 2001 461-462

Author Title of Article
K. Kaneda Design of High Performance Hydrotalcite Catalysts in Efficient Monooxygenation Type Reactions Using Hydrogen Peroxide
Journal Volume Year Pages Concerned
Recent Research Developments in Organic Chemistry @ 2001 in press

Author Title of Article
T. Yokota Cyclotrimerization of Alkynes Using a Multicatalytic System, Pd(II)/Chlorohydroquinone/NPMoV, under Dioxygen
Journal Volume Year Pages Concerned
Tetrahedron Lett. 38 1997 3923-3926

Author Title of Article
A. Hanyu Selective Aerobic Oxidation of Isophorone Catalyzed by Molybdovanadophosphate Supported on Carbon (NPMoV/C)
Journal Volume Year Pages Concerned
Tetrahedron Lett. 38 1997 5659 - 5662

Author Title of Article
Y. Yoshino Catalytic Oxidation of Alkylbenzenes with Molecular Oxygen under Normal Pressure and Temperature by N-Hydroxyphthalimide Combined with Co(OAc)2
Journal Volume Year Pages Concerned
J. Org. Chem. 62 1997 6810 - 6813

Author Title of Article
H. Yamamoto Selective Oxidation of Vinyl Ethers and Silyl Enol Ethers with Hydrogen Peroxide Catalyzed by Peroxotungstophosphate
Journal Volume Year Pages Concerned
J. Org. Chem. 62 1997 7174 - 7177

Author Title of Article
S. Sakaguchi N-Hydroxyphthalimide(NHPI)-Catalyzed Reaction of Adamantane under Nitric Oxide Atmosphere
Journal Volume Year Pages Concerned
Tetrahedron Lett. 38 1997 7075 - 7078

Author Title of Article
S. Sakaguchi An Efficient Aerobic Oxidation of Isobutane to t-Butyl Alcohol by N-Hydroxyphthalimide Combined with Co(II) Species
Journal Volume Year Pages Concerned
Bull. Chem. Soc. Jpn. 71 1998 1237 - 1240

Author Title of Article
T. Iwahama Direct Conversion of Cyclohexane into Adipic Acid with Molecular Oxygen Catalyzed by N-Hydroxyphthalimide Combined with Mn(acac)2 and Co(OAc)2
Journal Volume Year Pages Concerned
Org. Pro. Res. Dev. 2 1998 255 - 260

Author Title of Article
A. Hanyu Selective Aerobic Oxidation of Primary Alcohols Catalyzed by a Ru(PPh3)3Cl2/Hydroquinone System
Journal Volume Year Pages Concerned
Tetrahedron Lett. 39 1998 5557 - 5560

Author Title of Article
S. Sakaguchi Oxygenation of Alkynes to ƒ¿, ƒÀ-Acetylenic Ketones with Dioxygen Catalyzed by N-Hydroxyphthalimide Combined with a Transition Metal
Journal Volume Year Pages Concerned
Chem. Commun. @ 1998 2037 - 2038

Author Title of Article
T. Iwahama Selective Oxidation of Sulfides to Sulfoxides with Molecular Oxygen Catalyzed by N-Hydroxyphthalimide (NHPI) in the Presence of Alcohols
Journal Volume Year Pages Concerned
Tetrahedron Lett. 39 1998 9059 - 9062

Author Title of Article
Y. Sakurai Carbonylation of Terminal Alkynes Using a Multicatalytic System, Pd(II)/Chlorohydroquinone/NPMoV, under Carbon Monoxide and Dioxygen
Journal Volume Year Pages Concerned
Tetrahedron Lett. 40 1999 1701 - 1704

Author Title of Article
K. Matsunaka A Remarkable Effect of Quaternary Ammonium Bromide for the N-Hydroxyhthalimide-Catalyzed Aerobic Oxidation of Hydrocarbons
Journal Volume Year Pages Concerned
Tetrahedron Lett. 40 1999 2165 - 2168

Author Title of Article
Y. Ishii A New Strategy for Alkane Oxidation with O2 Using N-Hydroxyphthalimide (NHPI) as a Radical Catalyst
Journal Volume Year Pages Concerned
Catalysis Surveys from Japan 3 1999 27 - 35

Author Title of Article
T. Iwahama Epoxidation of Alkenes Using Dioxygen in the Presence of an Alcohol Catalyzed by N-Hydroxyphthalimide and Hexafluoroacetone
Journal Volume Year Pages Concerned
Chem. Commun. @ 1999 727 - 728

Author Title of Article
M. Eikawa A New Approach for Oxygenation Using Nitric Oxide under the Influence of N-Hydroxyphthalimide
Journal Volume Year Pages Concerned
J. Org. Chem. 64 1999 4676 - 4679

Author Title of Article
S. Sakaguchi Dehomologation of Aldehydes via Oxidative Cleavage of Silyl Enol Ethers with Aqueous Hydrogen Peroxide Catalyzed by Cetylpyridinium Peroxotungstphosphate under Two-Phase Conditions
Journal Volume Year Pages Concerned
J. Org. Chem. 64 1999 5954 - 5957

Author Title of Article
E. Takezawa Oxidative Cleavage of vic-Diols to Aldehydes with Dioxygen Catalyzed by Ru(PPh3)3Cl2 on Active Carbon
Journal Volume Year Pages Concerned
Org. Lett. 1 1999 713 - 715

Author Title of Article
T. Iwahama Epoxidation of Alkenes using Alkyl Hydroperoxides Generated in situ by Catalytic Autoxidation of Hydrocarbons with Dioxygen
Journal Volume Year Pages Concerned
Chem. Commun. @ 2000 163 - 164

Author Title of Article
T. Iwahama Epoxidation of Alkenes with H2O2 Generated in situ from Alcohols and Molecular Oxygen using N-Hydroxyphthalimide and Hexafluoroacetone as Catalyst
Journal Volume Year Pages Concerned
Heterocycles 52 2000 693 - 705

Author Title of Article
T. Iwahama Production of Hydrogen Peroxide via Aerobic Oxidation of Alcohols Catalyzed by N-Hydroxyphthalimide
Journal Volume Year Pages Concerned
Org. Pro. Res. Dev. 4 2000 94 - 97

Author Title of Article
T. Iwahama Catalytic ƒ¿-Hydroxy Carbon Radical Generation and Addition. Synthesis of ƒ¿-Hydroxy-ƒÁ-Lactones from Alcohols, ƒ¿, ƒÀ-Unsaturated Esters and Dioxygen
Journal Volume Year Pages Concerned
Chem. Commun. @ 2000 613 - 614

Author Title of Article
Y. Ishii The First Catalytic Sulfoxidation of Saturated Hydrocarbons with SO2/O2 by a Vanadium Species
Journal Volume Year Pages Concerned
J. Am. Chem. Soc. 122 2000 7390 - 7391

Author Title of Article
T. Iwahama Efficient Oxidation of Alcohols to Carbonyl Compounds with Molecular Oxygen Catalyzed by N-Hydroxyphthalimide Combined with a Co Species
Journal Volume Year Pages Concerned
J. Org. Chem. 65 2000 6502-6507

Author Title of Article
A. Shibamoto Aerobic Oxidation of Methylpyridines to Pyridinecarboxylic Acids Catalyzed by N-Hydroxyphthalimide
Journal Volume Year Pages Concerned
Org. Pro. Res. Dev. 4 2000 505-508

Author Title of Article
T. Iwahama Catalytic Radical Addition of Ketones to Alkenes by a Metal-Dioxygen Redox System
Journal Volume Year Pages Concerned
Chem. Commun. @ 2000 2317-2318

Author Title of Article
T. Hirano N-Hydroxyphthalimide-Catalyzed Radical Addition of 1, 3-Dioxolanes and Molecular Oxygen to Alkenes under Ambient Conditions: A New Route to ƒÀ -Oxycarbonyl Compounds
Journal Volume Year Pages Concerned
Chem. Commun. @ 2000 2457-2458

Author Title of Article
S. Sakaguchi An Efficient Catalytic Alkane Nitration with NO2 under Air Assisted by N-Hydroxyphthalimide
Journal Volume Year Pages Concerned
Angew. Chem. Int. Ed. 40 2001 222-224

Author Title of Article
Y. Tashiro A New Strategy for the Preparation of Terephthalic Acid by the Aerobic Oxidation of p-Xylene using N-Hydroxyphthalimide as a Catalyst
Journal Volume Year Pages Concerned
Adv. Synth. Catal 343 2001 220-225

[Reference Books]
Author Title of Book
S. -I. Murahashi Reactive Organometallics of Transition Metals, in Reactive Organometallics
Publisher Year Pages
Kodansha, Tokyo 1998 1-16

Author Title of Book
S. -I. Murahashi Novel Redox Lewis Acid and Base Catalysis for Activation of Nitriles and Carbonyl Compounds, in Reactive Organometallics
Publisher Year Pages
Kodansha, Tokyo 1998 17-20

Author Title of Book
S. -I. Murahashi Amine Oxidation, in Transition Metals for Organic Synthesis
Publisher Year Pages
VCH, Weinheim 1998 373-383

Author Title of Book
S. -I. Murahashi Bioinspired OxidationsCatalyzed by Ruthenium Complexes, in Biomimetic Oxidations by Transition Metal Catalyzed Reactions
Publisher Year Pages
Imperial College Press, London 1999 563-611

Author Title of Book
T. Hosokawa Palladium-catalyzed Oxidation of Alkenes, in Chemistry for the 21st Century Monographs: Transition Metal Catalyzed Reactions
Publisher Year Pages
Blackwell Science, Oxford 1999 329-341

Author Title of Book
S. -I. Murahashi Pd-Catalyzed Substitution Reactions of Nitrogen and Other Group 15 Atom Containing Allylic Derivatives, in Handbook of Organopalladium Chemistry for Organic Synthesis
Publisher Year Pages
John Wiley &Sons, New York 2001 in press

Author Title of Book
S. -I. Murahashi Intermolecular Oxypalladation Not Accompanied by Dehydrogenation, in Handbook of Organopalladium Chemistry for Organic Synthesis
Publisher Year Pages
John Wiley &Sons, New York 2001 in press

Author Title of Book
S. -I. Murahashi Oxidation of Amines, Alcohols, and Related Compounds, in Handbook of Organopalladium Chemistry for Organic Synthesis
Publisher Year Pages
John Wiley &Sons, New York 2001 in press

Author Title of Book
K. Kaneda Phosphinated Polystyrene-Bound Metal Complexes (Pd and Rh), in Polymeric Materials Encyclopedia
Publisher Year Pages
CRC Press, New York 1996 5067-5073


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