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CHEMISTRY U Sustainability: Contributions through Science and Technology m ile Series Editor: Michael C. Cann Catalysis for Catalysis for Sustainability Sustainability Goals, Challenges, and Impacts Catalysis for Sustainability: Goals, Challenges, and Impacts explores the intersection between catalytic science and sustainable technologies as a means to C Goals, Challenges, and Impacts addressing current economic, social, and environmental problems. These problems include harnessing alternative energy sources, pollution prevention and remediation, a t and the manufacturing of commodity products. a l y The book describes the nature of catalysis regarding sustainability and presents s challenges to accomplishing sustainability as well as the significance of proven or i s potential success. The contributors have backgrounds in academia and industry to f create a more integrated picture of the issues involving sustainability and catalysis. o r Broad in scope, the book covers topics such as traditional metal-mediated S catalysis, organocatalysis, biocatalysis, biomimicry, and heterogeneous catalysis. u It includes chapters dedicated to specific research areas of catalysis as they s pertain to their effectiveness, their economic and environmental benefits, and the t a challenges researchers face in actualizing solutions. It also contains a chapter on i n the application of life cycle analysis to catalytic processes, demonstrating the need a to holistically consider the sustainable impacts of a process. The book can be read b in a straightforward fashion or skimmed without forfeiting understanding of the i l narrative on the strategies and intentions of research and development. i t y Throughout the book the requirements of sustainability are measured by the triple bottom line of environmental, economic, and social impacts. It highlights real- world implementations of catalytic processes in drug development, manufacturing, polymers, and energy. Catalysis for Sustainability: Goals, Challenges, and Impacts is a strong and versatile text. It provides an introduction to the field and the issues with which it is concerned, as well as a detailed and far-reaching discussion on current achievements and future progress. Edited by K20314 Thomas P. Umile 6000 Broken Sound Parkway, NW Suite 300, Boca Raton, FL 33487 711 Third Avenue New York, NY 10017 an informa business 2 Park Square, Milton Park www.crcpress.com Abingdon, Oxon OX14 4RN, UK www.crcpress.com K20314_cover.indd 1 6/22/15 12:16 PM Catalysis for Sustainability Goals, Challenges, and Impacts Sustainability: Contributions through Science and Technology Series Editor: Michael C. Cann, Ph.D. Professor of Chemistry and Co-Director of Environmental Science University of Scranton, Pennsylvania Preface to the Series Sustainability is rapidly moving from the wings to center stage. Overconsumption of non- renewable and renewable resources, as well as the concomitant production of waste has brought the world to a crossroads. Green chemistry, along with other green sciences technologies, must play a leading role in bringing about a sustainable society. The Sustainability: Contributions through Science and Technology series focuses on the role science can play in developing technologies that lessen our environmental impact. This highly interdisciplinary series discusses significant and timely topics ranging from energy research to the implementation of sustainable technologies. Our intention is for scientists from a variety of disciplines to provide contributions that recognize how the development of green technologies affects the triple bottom line (society, economic, and environment). The series will be of interest to academics, researchers, professionals, business leaders, policy makers, and students, as well as individuals who want to know the basics of the science and technology of sustainability. Michael C. Cann Published Titles Green Chemistry for Environmental Sustainability Edited by Sanjay Kumar Sharma, Ackmez Mudhoo, 2010 Microwave Heating as a Tool for Sustainable Chemistry Edited by Nicholas E. Leadbeater, 2010 Green Organic Chemistry in Lecture and Laboratory Edited by Andrew P. Dicks, 2011 A Novel Green Treatment for Textiles: Plasma Treatment as a Sustainable Technology C. W. Kan, 2014 Environmentally Friendly Syntheses Using Ionic Liquids Edited by Jairton Dupont, Toshiyuki Itoh, Pedro Lozano, Sanjay V. Malhotra, 2015 Catalysis for Sustainability: Goals, Challenges, and Impacts Edited by Thomas P. Umile, 2015 Sustainability: Contributions through Science and Technology Series Editor: Michael C. Cann Catalysis for Sustainability Goals, Challenges, and Impacts Edited by Thomas P. Umile Gwynedd Mercy University Pennsylvania, USA Boca Raton London New York CRC Press is an imprint of the Taylor & Francis Group, an informa business CRC Press Taylor & Francis Group 6000 Broken Sound Parkway NW, Suite 300 Boca Raton, FL 33487-2742 © 2016 by Taylor & Francis Group, LLC CRC Press is an imprint of Taylor & Francis Group, an Informa business No claim to original U.S. Government works Version Date: 20150602 International Standard Book Number-13: 978-1-4665-8686-4 (eBook - PDF) This book contains information obtained from authentic and highly regarded sources. Reasonable efforts have been made to publish reliable data and information, but the author and publisher cannot assume responsibility for the validity of all materials or the consequences of their use. The authors and publishers have attempted to trace the copyright holders of all material reproduced in this publication and apologize to copyright holders if permission to publish in this form has not been obtained. If any copyright material has not been acknowledged please write and let us know so we may rectify in any future reprint. Except as permitted under U.S. Copyright Law, no part of this book may be reprinted, reproduced, transmitted, or utilized in any form by any electronic, mechanical, or other means, now known or hereafter invented, including photocopying, microfilming, and recording, or in any information stor- age or retrieval system, without written permission from the publishers. For permission to photocopy or use material electronically from this work, please access www.copy- right.com (http://www.copyright.com/) or contact the Copyright Clearance Center, Inc. (CCC), 222 Rosewood Drive, Danvers, MA 01923, 978-750-8400. CCC is a not-for-profit organization that pro- vides licenses and registration for a variety of users. For organizations that have been granted a photo- copy license by the CCC, a separate system of payment has been arranged. Trademark Notice: Product or corporate names may be trademarks or registered trademarks, and are used only for identification and explanation without intent to infringe. Visit the Taylor & Francis Web site at http://www.taylorandfrancis.com and the CRC Press Web site at http://www.crcpress.com Contents Preface......................................................................................................................vii Editor ........................................................................................................................ix Contributors ..............................................................................................................xi Chapter 1 Catalysts and Sustainability .................................................................1 Thomas P. Umile Chapter 2 Transition Metal Catalysis for Organic Synthesis ..............................23 Jeremy R. Andreatta and Meghna Dilip Chapter 3 Application of Organocatalysis in Sustainable Synthesis ..................47 Craig Jamieson and Allan J. B. Watson Chapter 4 Learning from Biology: Biomimetic Catalysis ..................................83 Thomas P. Umile and Ryan S. Buzdygon Chapter 5 Biocatalytic Solutions for Green Chemistry ....................................113 Erika M. Milczek and Birgit Kosjek Chapter 6 Montmorillonite Clays as Heterogeneous Catalysts for Organic Reactions .......................................................................137 Matthew R. Dintzner Chapter 7 Harnessing Solar Energy: Transition Metal Catalysts for the Water Oxidation Process ......................................................149 Margaret H. Roeder, Bryan C. Eigenbrodt, and Jared J. Paul Chapter 8 Life Cycle Thinking Informs Catalysis Choice and Green Chemistry .......................................................................177 Philip Nuss v Preface How can we ensure that the growth and success of our society is not at the expense of future generations’ prosperity? We must “simply” temper our aspirations with the recognition that a finite number of resources (natural, economic, or otherwise) are available to adequately meet our needs. Additionally, it helps to recognize that the decisions each person, community, and organization make affect each other and are interconnected. Achieving a sustainable society, accordingly, is a multifaceted chal­ lenge that requires input from entrepreneurs, governmental agencies and leaders, and the general public as well as scientific advancements and technological innovations. Providing goods and services in a sustainable manner requires the efficient manipu­ lation of matter and energy; therefore, much responsibility falls upon chemists and chemical engineers to address the concerns of sustainability. Catalysts are one of the many tools that the chemist has available to address the needs of sustainability. Catalysts, materials that enhance the speed of chemical reac­ tions, have already found widespread application for the production of a vast major­ ity of the products we consume, including food, clothing, pharmaceuticals, fuels, and plastics. Additionally, catalysts have an almost intrinsic capacity to directly address the needs of sustainability by lowering energy costs, making chemical reactions more selective, increasing the efficiency of resource consumption, and providing novel pathways for using alternative chemical feedstocks to produce goods. Catalysis for Sustainability explores the intersection between catalytic science and sustainable technologies. Throughout this volume, the goals of research to develop new catalysts, the challenges to overcome, and the effects of success are dis­ cussed as they pertain to sustainability. The opening chapter provides an introduc­ tion to the science of catalysis and its potential effects on sustainability so that all readers are similarly oriented before encountering subsequent chapters that explore individual research areas in catalysis and sustainable science. In assembling a team of contributors, scientists were recruited from both academia and industry to pro­ vide diverse perspectives on research and practical applications. Their contributions explore various research areas within catalysis pertaining to sustainability, provid­ ing insights on the goals of a given field, the challenges to attaining those goals, and the (demonstrated or potential) effects of success. What follows are not compre­ hensive literature reviews. Each topic has been reviewed before and reviewed well, and a fitting, thorough treatment of each could fill entire volumes let alone a single chapter. Instead, our contributors explain the importance of a given field, describe how advances can help us to achieve a more sustainable world, present challenges to attaining such goals, and provide information on the effect of success. A background in chemistry is helpful for fully navigating this text, but all read­ ers should find something interesting herein. The “chemistry­heavy” sections can be skimmed in many places without forfeiting the narrative on the breadth, strate­ gies, and intended impacts of catalysis research and development as they relate to sustainability. At its core, however, Catalysis for Sustainability is the book I wish vii viii Preface I had as a senior undergraduate or young graduate student. Although many excellent texts, review articles, and themed journal issues have been dedicated to the theme of catalysis and green or sustainable chemistry, such detailed reviews and technical accounts can be intimidating to a novice. (A thorough review article I recently came across “weighed in” at over 130 pages: an intimidating read for even an expert!) We attempted to make Catalysis for Sustainability accessible to as broad an audience as possible, but the young chemists and scientists out there are our primary audi­ ence. Our future scientists will inherit the problems of resource and energy use that older generations either created (or inherited ourselves without fixing). If this text inspires just one young, future scientist to focus their graduate research or career on the themes presented herein, I will consider this endeavor an overwhelming success. Before I close, I must thank a number of people without whom the task of com­ pleting this text would have been impossible. Jack Kruper, Geoff Coates, Deana Zubris, and Mark Jones provided many stimulating conversations about catalysis and sustainability that influenced the shape of this project. Many thanks are nec­ essary for a panel of volunteers who reviewed portions of this book and offered important advice as it developed: Laura E. Ator, Jacob W. Black, Nicholas C. Boaz, Elizabeth A. Burzynski, Robert W. Davis, Kimberly S. Graves, Melissa C. Grenier, Jyoti R. Tibrewala, Joseph C. Ulichny, and Purav P. Vagadia. Hilary Rowe, and Laurie Oknowsky at Taylor & Francis deserve special recognition for dealing with all of the delays and “11th hour” requests that accompanied the preparation of our final product. Finally, I am infinitely grateful to series editor Michael C. Cann for the invitation to prepare this volume and for first introducing me to green chemistry during a lively 9:00 a.m. organic chemistry lecture many years ago. Thomas P. Umile Gwynedd Valley, Pennsylvania

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