synthesis: the ferrocenylmethyl group of the side-chain contains suitable functional groups, the planar chirality of the 1.2-substituted ferrocene cannot racemize, both mono- and diphosphines can be prepared from the same chiral source. and lastly the characteristic orange-red color of the ferrocene derivative facilitates chromatographic work-up. Part I ends with a chapter on “Enantioselective Addition of Dialkylzinc to Aldehydes Catalyzed by Chiral Ferrocenyl Aminoalcohols” (Y. Butsugan. S. Araki, and M. Watanabe). Part 11 again begins with a report on chiral ferrocenes (Ch. 4, G . Wagner and R. Herrmann). However, it was not clear to me why this excellent contribution was not included in Part I, where synthetic aspects had already become an important part of the discussions. In Chapter 5, “Ferrocene Compounds Containing Heteroelements” (M. Herberhold). the inorganic chemist’s heart will certainly beat a little faster on discovering Ferrocenes. Homogeneous Catalysis. with pleasure that it contains all those Organic Synthesis. Materials Science. compounds that would otherwise require Edited by A . Togni a n d 7: Hayashi. laborious searching through the Gmelin V C H Verlagsgesellschaft, Weinheim, volumes or recent original papers. It is es1995. 540 pp., hardcover DM 248.00, pecially commendable that this and several other chapters include some ”Notes $ 145.00.--ISBN 3-527-29048-6 added in proof’, bringing the book as upM. Rosenblum’s book Cliemistrj. of to-date as possible by including references Iron Group MerulloceneJ was published in to publications appearing up to about August 1994. The resulting total number of 1965. Now, just 30 references is around 2000. greatly easing the task of finding one’s way into the primary literature. However, in Chapter 6, “Macrocycles area. Ferrocenes. and Cryptands Containing the Ferrocene edited by A. Togni Unit” (C. D. Hall), the reader will suffer and T Hayashi. In some disappointment, as this chapter this monograph the compares poorly with the rest of the book. editors have set out First one notices that the layout of the to cover the most formula schemes is inconsistent, varying important areas of from page to page in size, quality, and line research in which ferrocenes play a major role, and to ex- thickness. On two successive pages a otend and update the material in the ten donor bond between sulfur and a metal volumes of the Gmelin Handbook devot- ion is represented variously by a dashed ed to ferrocenes, and in the annual reviews line, a full line, and an arrowed line. Elsewhere ferrocene is shown as an iron atom of ferrocenes research in the Journal of between two cyclopentadienyl rings (repOrganomerallic CI7emistry. The book is divided into three parts: I. resented by cpd) with no connection at all. Homogeneous Catalysis, 11. Organic Syn- On closer inspection one notices that thesis-Selected Aspects, and 111. Materi- about 50% of the structural formulas in als Science. Chapter 1 of Part I (K.-S. this chapter are identical with the diaGan and T. S. A. Hor) describes the coor- grams in a recent review article by P. D. Beer (Adv. Inorg. Cliern. 1992, 39, 79dination chemistry and catalytic properties of 1,l‘-bis(dipheny1phosphano)ferro- 157). This becomes painfully obvious cene, and in the second chapter T. when small errors in symbols or in reproHayashi continues this theme by describ- duction in Beer’s review reappear at exactly the same positions in this chapter. ing the use of chiral ferrocenylphosphanes for asymmetric catalysis. Hayashi sets out But worse still. a detailed reading reveals clearly and concisely the reasons why chi- that this copying is not confined to the ral ferrocenylphosphanes are so impor- formula diagrams, as some passages of tant as catalysts and inductors in organic text seem to have been reproduced from ample) or to a third NMR-active nucleus (e.g. ”F. 31P,or a suitable metal nuclide). In Chapter 11 G. E. Martin and R. C. Crouch describe examples in which the structures of natural products and compounds of pharmaceutical importance have been determined. These authors indicate that by using a microprobe head it may be possible to further reduce the amount of sample needed for an N M R analysis. They show examples of reverse 2D N M R spectra obtained with 10 pg samples in reasonable measurement times. Lastly there is a glossary explaining nearly 300 of the acronyms that are so beloved by N M R spectroscopists. This book can be thoroughly recommended. Jiirgen Lauterwein Organisch-chemisches Institut der Universitiit Miinster (Germany) the above-mentioned article with only minor changes, and without acknowledging the source. For example, this is clearly seen in Section 6.4.2, which has only been very slightly altered and contains the same literature references in exactly the same sequence. But these serious criticisms of Chapter 6 must not be allowed to give the impression that the style is typical of the book as a whole. On the contrary. the other authors‘ contributions are flawless and are convincingly presented. Chapter 7 (P. Zanello) gives a thorough account of the electrochemistry and structural characteristics of ferrocenes, and includes an extensive tabulation of redox potentials. Part 111 of the book, with the highly topical title “Materials Science”, describes the many different aspects of ferrocenes as materials. ranging from charge-transfer complexes and magnetic materials (Ch. 8, A. Togni) through liquid crystalline compounds (Ch. 9, R. Deschenaux and J. W. Goodby) to organometallic polymers (Ch. 10. K. E. Gonsalves and X. Chen). These three chapters are especially enjoyable to read. as they afford a glimpse beyond the world of synthetic chemistry. After reading Ferroceiies it seems well justified to regard ferrocene as the organometallic counterpart of benzene in organic chemistry; this viewpoint helps one to understand why the range of topics treated in this book is so broad. On the other hand, this wide-ranging character might be seen by some readers as a disadvantage, because the ferrocene chemist, for whom this book with its wide coverage would be of greatest interest, does not really exist as such, and the individual chapters are more orientated towards the specialist. Nevertheless. this is a good book, and for that reason especially it is unfortunate that the high price is likely to restrict its effective market mainly to libraries and the above mentioned specialist. Herbert Plenio Institut fur Anorganische und Analytische Chemie der Universitat Freiburg (Germany) The Chemistry of the Fullerenes. By A . Him&. Thieme, Stuttgart, 1994. 203 pp., paperback DM 80.00.ISBN 3-13-136801-2 About ten years after the discovery of the fullerenes, and five years after they became available on a preparative scale, this book by A. Hirsch now gives us for the first time a well-written survey of the rapidly evolving chemistry of this new allotropic (and molecular) form of carbon. The book covers the most important published work up to about the beginning of 1994, lucidly summarizing the results in nine chapters. Thc first chapter gives a brief outline of the discovery of the fullerenes. The author describes the methods for preparing and isolating some important fullerenes and a few of their endohedral derivatives, and briefly discusses their structure and spectroscopic properties. Chapter 2 is concerned with reduced forms of fullereneC,,,,. which arc of special interest because ol' thc extraordinary solid-state (superconducting) properties of alkali metal fullerides. Chapter 3 deals with nucleophilic addition of' carbanions, amines, and hydroxide ions to fullerenes-C,,, and -C,o. Special attention is given here to the important problems of regioselectivity. the initial step i n additions to C7,,,and multiple additions to the highly symmetrical C,,,. Chaptcr 3 is devoted to the important organic cycloaddition chemistry of' C,,,. with ;I lucid treatment of [4 21-, + [3 + 21-, [2 + 21-, and [2 + I]-cycloaddition reactions and the resulting products, as well as the possibilities for further functionalization of these fullerene derivatives. Chapter 5 is concerned with the hydrogenation of C,, and C,, , The available data on the many structural variations of constitutionally isomeric hydrogenation products and on their relative stabilities are systematically reviewed and are discussed from a theoretical standpoint. Chapter 6 discusses single and multiple additions of organic and organometallic free radicals to c,, , and the free radical-initiated formation of dimers and polymers. Chapter 7 deals with complexes formed by fullerenes with transition metals. Single and multiple additions of this kind can show considerable selectivity, and structural factors influencing this are briefly discussed. Chapter 8 discusses the complex oxygenation and oxidation chemistry of C , , and C,,, as well as reactions with halogens and other electrophiles. A separate section in this chapter is devoted to the pioneering work on the functionalization of fullerenes using osmium tetroxide. In the final chapter the author summarizes the general features of the reactive properties of C,, and C j , , and considers likely future developments in the chemistry of fullerenes (e.g. multiple addition products with controlled constitution. heterofullerenes, endohedral fullerenes) . This easily readable book gives an excellent insight into the still very rapidly developing chemistry of the fullerenes. It is mainly intended for chemists and materials scientists in academic and industrial laboratories, and provides ;I good coverage of the original literature, including much that is still novel and speculative. I t is a highly valuable source of information both for those already working i n the fullerenes area and for newcomers. I recommend everyonc who wishes to learn about the current state of knowledge in fullerenes chemistry to buy this book. H ~ ~ r r d z ~Kriiuiler irtl lnstitut fur Organische Chemie der Universitiit Innsbruck (Austria) Brian Kaye Chaos & Complexity Discovering the Surprising Patterns of Science and Technology 1993. XXII, 593 pages with 257 figures, 2 in color Hardcover. DM 148.-/oS 1154.-/sFr 140.-. ISBN 3-527-29039-7 (VCH, Weinheim) Softcover. DM 78.40s 608.-/sFr 75.-. ISBN 3-527-29007-9 (VCH, Weinheim) The surprising patterns of chaos and complexity are to be found in many areas of nature and science, examples ranging from cabbages to coastlines. Quite often, those who could benefit most from an understanding of the principles behind chaos and complexity are denied access to the power and wonders of the lield by the mathematical and unnecessarily convoluted way the topic is usually presented. This book makes these sometimes complicated wonders accessible to students and professionals alike. Amusing tales and cartoons are used to explain the concepts and demonstrate the fascinating applications of this powerful technique.