Alkaline-Earth Metal Compounds Oddities and Applications 45 Topics in Organometallic Chemistry
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Topics in Organometallic Chemistry 45 Sjoerd Harder Editor Alkaline-Earth Metal Compounds Oddities and Applications 45 Topics in Organometallic Chemistry Editorial Board: M. Beller l J. M. Brown l P. H. Dixneuf A. Fu¨rstner l L. J. Gooßen P. Hofmann l T. Ikariya l S. Nolan L. A. Oro l Q.-L. Zhou Topics in Organometallic Chemistry Recently Published Volumes Inventing Reactions Iridium Catalysis Volume Editor: Lukas J. Gooßen Volume Editor: P. G. Andersson Vol. 44, 2013 Vol. 34, 2011 Hydrofunctionalization Iron Catalysis – Fundamentals and Volume Editors: Valentine P. Ananikov, Applications Masato Tanaka Volume Editor: B. Plietker Vol. 43, 2013 Vol. 33, 2011 Organometallics as Catalysts Medicinal Organometallic Chemistry in the Fine Chemical Industry Volume Editors: G. Jaouen, N. Metzler-Nolte Volume Editors: Matthias Beller, Vol. 32, 2010 Hans-Ulrich Blaser C-X Bond Formation Vol. 42, 2012 Volume Editor: A. 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Yamashita Editor Sjoerd Harder Inorganic and Analytical Chemistry University of Erlangen Egerlandstr. 1 91058 Erlangen Germany ISSN 1436-6002 ISSN 1616-8534 (electronic) ISBN 978-3-642-36269-9 ISBN 978-3-642-36270-5 (eBook) DOI 10.1007/978-3-642-36270-5 Springer Heidelberg New York Dordrecht London Library of Congress Control Number: 2013944675 # Springer-Verlag Berlin Heidelberg 2013 This work is subject to copyright. All rights are reserved by the Publisher, whether the whole or part 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 or information storage and retrieval, electronic adaptation, computer software, or by similar or dissimilar methodology now known or hereafter developed. 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While the advice and information in this book are believed to be true and accurate at the date of publication, neither the authors nor the editors nor the publisher can accept any legal responsibility for any errors or omissions that may be made. The publisher makes no warranty, express or implied, with respect to the material contained herein. Printed on acid-free paper Springer is part of Springer Science+Business Media (www.springer.com) Sjoerd Harder Inorganic and Analytical Chemistry University of Erlangen Egerlandstr. 1 91058 Erlangen Germany [email protected] Editorial Board Prof. Matthias Beller Prof. Peter Hofmann Leibniz-Institut fu¨r Katalyse e.V. Organisch-Chemisches Institut an der Universita¨t Rostock Universita¨t Heidelberg Albert-Einstein-Str. 29a Im Neuenheimer Feld 270 18059 Rostock, Germany 69120 Heidelberg, Germany [email protected] [email protected] Prof. John M. Brown Prof. Takao Ikariya Chemistry Research Laboratory Department of Applied Chemistry Oxford University Graduate School of Science and Engineering Mansfield Rd., Tokyo Institute of Technology Oxford OX1 3TA, UK 2-12-1 Ookayama, Meguro-ku, [email protected] Tokyo 152-8552, Japan [email protected] Prof. Pierre H. Dixneuf Prof. Luis A. Oro Campus de Beaulieu Instituto Universitario de Cata´lisis Homoge´nea Universite´ de Rennes 1 Department of Inorganic Chemistry Av. du Gl Leclerc I.C.M.A. - Faculty of Science 35042 Rennes Cedex, France University of Zaragoza-CSIC [email protected] Zaragoza-50009, Spain [email protected] Prof. Alois Fu¨rstner Prof. Steve Nolan Max-Planck-Institut fu¨r Kohlenforschung School of Chemistry Kaiser-Wilhelm-Platz 1 University of St Andrews 45470 Mu¨lheim an der Ruhr, Germany North Haugh [email protected] St Andrews, KY16 9ST, UK [email protected] Prof. Lukas J. Gooßen Prof. Qi-Lin Zhou FB Chemie - Organische Chemie State Key Laboratory of Elemento-organic TU Kaiserslautern Chemistry Erwin-Schro¨dinger-Str. Geb. 54 Nankai University 67663 Kaiserslautern, German Weijin Rd. 94, Tianjin 300071 PR China [email protected] [email protected] . Topics in Organometallic Chemistry Also Available Electronically Topics in Organometallic Chemistry is included in Springer’s eBook package Chemistry and Materials Science. If a library does not opt for the whole package the book series may be bought on a subscription basis. Also, all back volumes are available electronically. For all customers who have a standing order to the print version of Topics in Organometallic Chemistry, we offer free access to the electronic volumes of the Series published in the current year via SpringerLink. If you do not have access, you can still view the table of contents of each volume and the abstract of each article by going to the SpringerLink homepage, clicking on “Chemistry and Materials Science,” under Subject Collection, then “Book Series,” under Content Type and finally by selecting Topics in Organometallic Chemistry. You will find information about the – Editorial Board – Aims and Scope – Instructions for Authors – Sample Contribution at springer.com using the search function by typing in Topics in Organometallic Chemistry. Color figures are published in full color in the electronic version on SpringerLink. Aims and Scope The series Topics in Organometallic Chemistry presents critical overviews of research results in organometallic chemistry. As our understanding of organometallic structures, properties and mechanisms grows, new paths are opened for the design of organometallic compounds and reactions tailored to the needs of such diverse areas as organic synthesis, medical research, biology and materials science. Thus the scope of coverage includes a broad range of topics of pure and applied organometallic chemistry, where new breakthroughs are being made that are of significance to a larger scientific audience. The individual volumes of Topics in Organometallic Chemistry are thematic. Review articles are generally invited by the volume editors. In references Topics in Organometallic Chemistry is abbreviated Top Organomet Chem and is cited as a journal. From volume 29 onwards this series is listed with ISI/Web of Knowledge and in coming years it will acquire an impact factor. vii . Preface Group 2 alkaline-earth metals like magnesium and calcium make up several rock forming minerals and are among the most abundant metals in the earth’s crust. Inorganic salts like lime have been used since prehistoric times and the Great Wall of China certainly owes it durability to the fact that lime hardens with age. Even though group 2 elements like beryllium, strontium, and barium are rare, their unique properties have generated many important niche applications. This book, however, does not deal with inorganic chemistry but covers selected advances in the organometallic chemistry of the alkaline-earth metals. The group 2 metal magnesium had an early start in the field: in 1912, Victor Grignard was awarded the Nobel Prize in chemistry for his organomagnesium complexes that “greatly advanced the progress of organic chemistry.” These so-called Grignard rea- gents are, after more than a century, still indispensable in modern organic synthesis and likely the first organometallic compound prepared by chemistry students at the start of their career. Although organomagnesium chemistry is the topic of several specialized chem- istry books, the volume in your hands is most likely the first that covers special aspects over the whole series of the alkaline-earth metals. Despite magnesium’s early start in organometallic chemistry, all other elements were largely neglected and only occasional research reports can be found scattered in the literature.