Frontiers of Green Catalytic Selective Oxidations PDF
Preview Frontiers of Green Catalytic Selective Oxidations
Green Chemistry and Sustainable Technology Konstantin P. Bryliakov Editor Frontiers of Green Catalytic Selective Oxidations Green Chemistry and Sustainable Technology Series Editors Liang-Nian He State Key Lab of Elemento-Organic Chemistry, Nankai University, Tianjin, China Robin D. Rogers Department of Chemistry, The University of Alabama, Tuscaloosa, USA Dangsheng Su DalianInstituteofChemicalPhysics,ChineseAcademyofSciences,Dalian,China Pietro Tundo Department of Environmental Sciences, Informatics and Statistics, Ca’ Foscari University of Venice, Venice, Italy Z. Conrad Zhang DalianInstituteofChemicalPhysics,ChineseAcademyofSciences,Dalian,China Aims and Scope The series Green Chemistry and Sustainable Technology aims to present cutting-edge research and important advances in green chemistry, green chemical engineering and sustainable industrial technology. The scope of coverage includes (but is not limited to): – Environmentally benign chemical synthesis and processes (green catalysis, green solvents and reagents, atom-economy synthetic methods etc.) – Green chemicals and energy produced from renewable resources (biomass, carbon dioxide etc.) – Novel materials and technologies for energy production and storage (bio-fuels and bioenergies, hydrogen, fuel cells, solar cells, lithium-ion batteries etc.) – Green chemical engineering processes (process integration, materials diversity, energy saving, waste minimization, efficient separation processes etc.) – Green technologies for environmental sustainability (carbon dioxide capture, waste and harmful chemicals treatment, pollution prevention, environmental redemption etc.) The series Green Chemistry and Sustainable Technology is intended to provide an accessible reference resource for postgraduate students, academic researchers and industrial professionals who are interested in green chemistry and technologies for sustainable development. More information about this series at http://www.springer.com/series/11661 Konstantin P. Bryliakov Editor Frontiers of Green Catalytic Selective Oxidations 123 Editor Konstantin P. Bryliakov Russian Academy of Sciences Boreskov Institute of Catalysis Novosibirsk, Russia ISSN 2196-6982 ISSN 2196-6990 (electronic) Green Chemistry andSustainable Technology ISBN978-981-32-9750-0 ISBN978-981-32-9751-7 (eBook) https://doi.org/10.1007/978-981-32-9751-7 ©SpringerNatureSingaporePteLtd.2019 Thisworkissubjecttocopyright.AllrightsarereservedbythePublisher,whetherthewholeorpart of the material is concerned, specifically the rights of translation, reprinting, reuse of illustrations, recitation, broadcasting, reproduction on microfilms or in any other physical way, and transmission orinformationstorageandretrieval,electronicadaptation,computersoftware,orbysimilarordissimilar methodologynowknownorhereafterdeveloped. The use of general descriptive names, registered names, trademarks, service marks, etc. in this publicationdoesnotimply,evenintheabsenceofaspecificstatement,thatsuchnamesareexemptfrom therelevantprotectivelawsandregulationsandthereforefreeforgeneraluse. The publisher, the authors and the editors are safe to assume that the advice and information in this book are believed to be true and accurate at the date of publication. Neither the publisher nor the authors or the editors give a warranty, expressed or implied, with respect to the material contained hereinorforanyerrorsoromissionsthatmayhavebeenmade.Thepublisherremainsneutralwithregard tojurisdictionalclaimsinpublishedmapsandinstitutionalaffiliations. ThisSpringerimprintispublishedbytheregisteredcompanySpringerNatureSingaporePteLtd. The registered company address is: 152 Beach Road, #21-01/04 Gateway East, Singapore 189721, Singapore Preface Catalyzed processes of selective oxidation of hydrocarbons, as well as of complex organic substrates, have had a long and illustrious track record, nowadays consti- tuting one of the foundation stones of modern synthetic chemistry. Nevertheless, new developments in the field, mostly focused on enhancing the oxidation selec- tivity and improving their environmental sustainability, but also launching previ- ously unachieved catalytic reactivity, have continued apace to this day, thus suggesting that the field is far from its maturity. This book embodies contributions of recognized experts who have surveyed recent developments at the forefront of the environmentally sustainable catalytic oxidations,rangingfromthewell-establishedchemo-andstereoselectiveoxidations ofolefins,sulfides,alcohols,aswellasthemuchlessdevelopedC–Hoxidationsof aromatic and aliphatic substrates, including methane. In all cases, most catalyst systems relying on the environmentally benign oxidants H O and O are dis- 2 2 2 cussed.“Green”aspectsofthoseoxidations,suchastheprocessatomeconomy,the nature of reaction solvents, are considered. We hope that this collection can serve as a reference book for professionals, as wellasaguideandinspirationforstudentsandyoungresearchers atthebeginning of their career. The topics of the chapters have been selected in a more or less voluntaristic fashion, in agreement with our current vision of the most challenging research directions in the field, holding the promise of significantly enriching, perhaps even revolutionizing the chemical industry in a one-generation time hori- zon. At the same time, we would like to stress that current selective oxidation catalysisisnotlimitedtothetopicsconsideredhereandprovidesenoughalternative opportunities for investing research efforts that can appear highly rewarding. Novosibirsk, Russia Konstantin P. Bryliakov v Contents 1 Metal-Catalyzed Oxidation of C–H Compounds with Peroxides in Unconventional Solvents . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 1 Georgiy B. Shul’pin 2 Low-Temperature Catalytic Selective Oxidation of Methane to Methanol. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 37 Nishtha Agarwal, Stuart H. Taylor and Graham J. Hutchings 3 Recent Progress in Selective Oxidations with Hydrogen Peroxide Catalyzed by Polyoxometalates . . . . . . . . . . . . . . . . . . . . . . . . . . . . 61 Oxana A. Kholdeeva 4 Recent Developments in the Catalytic Asymmetric Sulfoxidation Reactions. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 93 Konstantin Volcho 5 Non-covalent Organocatalytic Approach in the Asymmetric Epoxidation of Electron-Poor Alkenes: Recent Developments. . . . . 113 Alessandra Lattanzi 6 Green Oxidative Kinetic Resolutions of Secondary Alcohols. . . . . . 137 Hélène Pellissier 7 Asymmetric Epoxidation Catalyzed by Biologically Inspired Non-heme Iron Catalysts and Hydrogen Peroxide . . . . . . . . . . . . . 161 Laia Vicens and Miquel Costas 8 Recent Advances in Bioinspired Asymmetric Epoxidations with Hydrogen Peroxide . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 199 Roman V. Ottenbacher 9 Organometallic C–H Oxidation with O Mediated by Soluble 2 Group 10 Metal Complexes . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 223 Andrei N. Vedernikov vii viii Contents 10 Direct C–H Oxidation of Aromatic Substrates in the Presence of Biomimetic Iron Complexes . . . . . . . . . . . . . . . . . . . . . . . . . . . . 253 Oleg Y. Lyakin and Evgenii P. Talsi 11 Catalytic Asymmetric C–H Oxidation with H O and O . . . . . . . . 277 2 2 2 Konstantin P. Bryliakov Contributors Nishtha Agarwal Cardiff Catalysis Institute, Cardiff, UK Konstantin P. Bryliakov Novosibirsk State University, Novosibirsk, Russian Federation; Boreskov Institute of Catalysis, Novosibirsk, Russian Federation Miquel Costas Departament de Química i Institut de Química Computacional i Catàlisi, Facultat de Ciències, Girona, Catalonia, Spain Graham J. Hutchings Cardiff Catalysis Institute, Cardiff, UK Oxana A. Kholdeeva Boreskov Institute of Catalysis, Siberian Branch of the Russian Academy of Sciences, Novosibirsk, Russia; Novosibirsk State University, Novosibirsk, Russia Alessandra Lattanzi Dipartimento di Chimica e Biologia, Università di Salerno, Fisciano, Italy Oleg Y. Lyakin Boreskov Institute of Catalysis, Novosibirsk, Russia; Novosibirsk State University, Novosibirsk, Russia Roman V. Ottenbacher Novosibirsk State University, Novosibirsk, Russia; Boreskov Institute of Catalysis, Novosibirsk, Russia Hélène Pellissier Aix-Marseille Université, CNRS, Marseille, France Georgiy B. Shul’pin Department of Dynamics of Chemical and Biological Processes, Semenov Institute of Chemical Physics, Russian Academy of Sciences, Ulitsa Kosygina, Moscow, Russia; People’s Friendship University of Russia, Moscow, Russia Evgenii P. Talsi Boreskov Institute of Catalysis, Novosibirsk, Russia; Novosibirsk State University, Novosibirsk, Russia Stuart H. Taylor Cardiff Catalysis Institute, Cardiff, UK ix x Contributors AndreiN.Vedernikov DepartmentofChemistryandBiochemistry,Universityof Maryland, College Park, MD, USA Laia Vicens Departament de Química i Institut de Química Computacional i Catàlisi, Facultat de Ciències, Girona, Catalonia, Spain Konstantin Volcho Novosibirsk Institute of Organic Chemistry, Novosibirsk, Russia
The list of books you might like
